id sid tid token lemma pos eurjchem-75 1 1 microsoft microsoft PROPN eurjchem-75 1 2 word word NOUN eurjchem-75 1 3 european_journal_of_chemistry_1_2_2010_124_128_75 european_journal_of_chemistry_1_2_2010_124_128_75 PROPN eurjchem-75 1 4 european european ADJ eurjchem-75 1 5     SPACE eurjchem-75 1 6 journal journal NOUN eurjchem-75 1 7     SPACE eurjchem-75 1 8 of of ADP eurjchem-75 1 9     SPACE eurjchem-75 1 10 chemistry chemistry NOUN eurjchem-75 1 11     SPACE eurjchem-75 1 12 1 1 NUM eurjchem-75 1 13     SPACE eurjchem-75 1 14 ( ( PUNCT eurjchem-75 1 15 2 2 NUM eurjchem-75 1 16 ) ) PUNCT eurjchem-75 1 17     SPACE eurjchem-75 1 18 ( ( PUNCT eurjchem-75 1 19 2010 2010 NUM eurjchem-75 1 20 ) ) PUNCT eurjchem-75 1 21     SPACE eurjchem-75 1 22 124‐128 124‐128 PROPN eurjchem-75 1 23         SPACE eurjchem-75 1 24 european european ADJ eurjchem-75 1 25     SPACE eurjchem-75 1 26 journal journal NOUN eurjchem-75 1 27     SPACE eurjchem-75 1 28 of of ADP eurjchem-75 1 29     SPACE eurjchem-75 1 30 chemistry chemistry NOUN eurjchem-75 1 31     SPACE eurjchem-75 1 32 issn issn VERB eurjchem-75 1 33     SPACE eurjchem-75 1 34 2153‐2249 2153‐2249 NUM eurjchem-75 1 35     SPACE eurjchem-75 1 36 ( ( PUNCT eurjchem-75 1 37 print print NOUN eurjchem-75 1 38 ) ) PUNCT eurjchem-75 1 39     SPACE eurjchem-75 1 40 / / SYM eurjchem-75 1 41     SPACE eurjchem-75 1 42 issn issn VERB eurjchem-75 1 43     SPACE eurjchem-75 1 44 2153‐2257 2153‐2257 NUM eurjchem-75 1 45     SPACE eurjchem-75 1 46 ( ( PUNCT eurjchem-75 1 47 online online ADJ eurjchem-75 1 48 ) ) PUNCT eurjchem-75 1 49     SPACE eurjchem-75 1 50   NOUN eurjchem-75 1 51     SPACE eurjchem-75 1 52 2010 2010 NUM eurjchem-75 1 53     SPACE eurjchem-75 1 54 eurjchem eurjchem NOUN eurjchem-75 1 55     SPACE eurjchem-75 1 56 doi:10.5155 doi:10.5155 PROPN eurjchem-75 1 57 / / SYM eurjchem-75 1 58 eurjchem.1.2.124‐128.75 eurjchem.1.2.124‐128.75 PROPN eurjchem-75 1 59                 SPACE eurjchem-75 1 60 european european ADJ eurjchem-75 1 61     SPACE eurjchem-75 1 62 journal journal NOUN eurjchem-75 1 63     SPACE eurjchem-75 1 64 of of ADP eurjchem-75 1 65     SPACE eurjchem-75 1 66 chemistry chemistry NOUN eurjchem-75 1 67     SPACE eurjchem-75 1 68 journal journal NOUN eurjchem-75 1 69     SPACE eurjchem-75 1 70 homepage homepage NOUN eurjchem-75 1 71 : : PUNCT eurjchem-75 1 72     SPACE eurjchem-75 1 73 www.eurjchem.com www.eurjchem.com NOUN eurjchem-75 1 74                     SPACE eurjchem-75 1 75 synthesis synthesis NOUN eurjchem-75 1 76     SPACE eurjchem-75 1 77 and and CCONJ eurjchem-75 1 78     SPACE eurjchem-75 1 79 characterization characterization NOUN eurjchem-75 1 80     SPACE eurjchem-75 1 81 of of ADP eurjchem-75 1 82     SPACE eurjchem-75 1 83 new new ADJ eurjchem-75 1 84     SPACE eurjchem-75 1 85 chromeno[2,3‐b]pyridines chromeno[2,3‐b]pyridine NOUN eurjchem-75 1 86     SPACE eurjchem-75 1 87 via via ADP eurjchem-75 1 88       SPACE eurjchem-75 1 89 the the DET eurjchem-75 1 90     SPACE eurjchem-75 1 91 friedländer friedländer NOUN eurjchem-75 1 92     SPACE eurjchem-75 1 93 reactions reaction NOUN eurjchem-75 1 94     SPACE eurjchem-75 1 95 of of ADP eurjchem-75 1 96     SPACE eurjchem-75 1 97 8‐allyl‐2‐amino‐4‐oxo‐4h‐chromene‐3‐ 8‐allyl‐2‐amino‐4‐oxo‐4h‐chromene‐3‐ NUM eurjchem-75 1 98 carboxaldehyde carboxaldehyde NOUN eurjchem-75 1 99     SPACE eurjchem-75 1 100 magdy magdy NOUN eurjchem-75 1 101     SPACE eurjchem-75 1 102 ahmed ahmed PROPN eurjchem-75 1 103     SPACE eurjchem-75 1 104 mohamed mohamed PROPN eurjchem-75 1 105     SPACE eurjchem-75 1 106 ibrahim ibrahim PROPN eurjchem-75 1 107     SPACE eurjchem-75 1 108 department department PROPN eurjchem-75 1 109     SPACE eurjchem-75 1 110 of of ADP eurjchem-75 1 111     SPACE eurjchem-75 1 112 chemistry chemistry NOUN eurjchem-75 1 113 , , PUNCT eurjchem-75 1 114     SPACE eurjchem-75 1 115 faculty faculty NOUN eurjchem-75 1 116     SPACE eurjchem-75 1 117 of of ADP eurjchem-75 1 118     SPACE eurjchem-75 1 119 education education NOUN eurjchem-75 1 120 , , PUNCT eurjchem-75 1 121     SPACE eurjchem-75 1 122 ain ain PROPN eurjchem-75 1 123     SPACE eurjchem-75 1 124 shams sham NOUN eurjchem-75 1 125     SPACE eurjchem-75 1 126 university university NOUN eurjchem-75 1 127 , , PUNCT eurjchem-75 1 128     SPACE eurjchem-75 1 129 roxy roxy PROPN eurjchem-75 1 130     SPACE eurjchem-75 1 131 11711 11711 NUM eurjchem-75 1 132 , , PUNCT eurjchem-75 1 133     SPACE eurjchem-75 1 134 cairo cairo PROPN eurjchem-75 1 135 , , PUNCT eurjchem-75 1 136     SPACE eurjchem-75 1 137 egypt egypt PROPN eurjchem-75 1 138     SPACE eurjchem-75 1 139 * * PROPN eurjchem-75 1 140 corresponding corresponding ADJ eurjchem-75 1 141     SPACE eurjchem-75 1 142 author author NOUN eurjchem-75 1 143     SPACE eurjchem-75 1 144 at at ADP eurjchem-75 1 145 : : PUNCT eurjchem-75 1 146     SPACE eurjchem-75 1 147 department department NOUN eurjchem-75 1 148     SPACE eurjchem-75 1 149 of of ADP eurjchem-75 1 150     SPACE eurjchem-75 1 151 chemistry chemistry NOUN eurjchem-75 1 152 , , PUNCT eurjchem-75 1 153     SPACE eurjchem-75 1 154 faculty faculty NOUN eurjchem-75 1 155     SPACE eurjchem-75 1 156 of of ADP eurjchem-75 1 157     SPACE eurjchem-75 1 158 education education NOUN eurjchem-75 1 159 , , PUNCT eurjchem-75 1 160     SPACE eurjchem-75 1 161 ain ain PROPN eurjchem-75 1 162     SPACE eurjchem-75 1 163 shams sham NOUN eurjchem-75 1 164     SPACE eurjchem-75 1 165 university university NOUN eurjchem-75 1 166 , , PUNCT eurjchem-75 1 167     SPACE eurjchem-75 1 168 roxy roxy PROPN eurjchem-75 1 169     SPACE eurjchem-75 1 170 11711 11711 NUM eurjchem-75 1 171 , , PUNCT eurjchem-75 1 172     SPACE eurjchem-75 1 173 cairo cairo PROPN eurjchem-75 1 174 , , PUNCT eurjchem-75 1 175     SPACE eurjchem-75 1 176 egypt egypt PROPN eurjchem-75 1 177 . . PUNCT eurjchem-75 1 178     SPACE eurjchem-75 2 1 tel tel PROPN eurjchem-75 2 2 . . PUNCT eurjchem-75 2 3 : : PUNCT eurjchem-75 2 4     SPACE eurjchem-75 2 5 +2 +2 NOUN eurjchem-75 2 6     SPACE eurjchem-75 2 7 0107887204 0107887204 NUM eurjchem-75 2 8 ; ; PUNCT eurjchem-75 2 9     SPACE eurjchem-75 2 10 fax fax NOUN eurjchem-75 2 11 : : PUNCT eurjchem-75 2 12     SPACE eurjchem-75 2 13 +2 +2 NOUN eurjchem-75 2 14     SPACE eurjchem-75 2 15 022581243 022581243 NUM eurjchem-75 2 16 . . PUNCT eurjchem-75 2 17     SPACE eurjchem-75 2 18 e­mail e­mail NOUN eurjchem-75 2 19     SPACE eurjchem-75 2 20 address address NOUN eurjchem-75 2 21 : : PUNCT eurjchem-75 2 22     SPACE eurjchem-75 3 1 magdy_ahmed1977@yahoo.com magdy_ahmed1977@yahoo.com NOUN eurjchem-75 3 2     SPACE eurjchem-75 3 3 ( ( PUNCT eurjchem-75 3 4 m.a.m m.a.m ADJ eurjchem-75 3 5 . . PUNCT eurjchem-75 3 6     SPACE eurjchem-75 3 7 ibrahim ibrahim PROPN eurjchem-75 3 8 ) ) PUNCT eurjchem-75 3 9 . . PUNCT eurjchem-75 3 10                                 SPACE eurjchem-75 3 11 article article NOUN eurjchem-75 3 12     SPACE eurjchem-75 3 13 information information NOUN eurjchem-75 3 14         SPACE eurjchem-75 3 15 abstract abstract ADJ eurjchem-75 3 16 received receive VERB eurjchem-75 3 17 : : PUNCT eurjchem-75 3 18     SPACE eurjchem-75 3 19 9 9 NUM eurjchem-75 3 20     SPACE eurjchem-75 3 21 march march PROPN eurjchem-75 3 22     SPACE eurjchem-75 3 23 2010 2010 NUM eurjchem-75 3 24     SPACE eurjchem-75 3 25 received receive VERB eurjchem-75 3 26     SPACE eurjchem-75 3 27 in in ADP eurjchem-75 3 28     SPACE eurjchem-75 3 29 revised revise VERB eurjchem-75 3 30     SPACE eurjchem-75 3 31 form form NOUN eurjchem-75 3 32 : : PUNCT eurjchem-75 3 33     SPACE eurjchem-75 3 34 26 26 NUM eurjchem-75 3 35     SPACE eurjchem-75 3 36 april april PROPN eurjchem-75 3 37     SPACE eurjchem-75 3 38 2010 2010 NUM eurjchem-75 3 39     SPACE eurjchem-75 3 40 accepted accept VERB eurjchem-75 3 41 : : PUNCT eurjchem-75 3 42     SPACE eurjchem-75 3 43 7 7 NUM eurjchem-75 3 44     SPACE eurjchem-75 3 45 may may AUX eurjchem-75 3 46     SPACE eurjchem-75 3 47 2010 2010 NUM eurjchem-75 3 48     SPACE eurjchem-75 3 49 online online NOUN eurjchem-75 3 50 : : PUNCT eurjchem-75 3 51     SPACE eurjchem-75 3 52 30 30 NUM eurjchem-75 3 53     SPACE eurjchem-75 3 54 june june PROPN eurjchem-75 3 55     SPACE eurjchem-75 3 56 2010 2010 NUM eurjchem-75 3 57     SPACE eurjchem-75 3 58 keywords keyword VERB eurjchem-75 3 59         SPACE eurjchem-75 3 60 new new ADJ eurjchem-75 3 61     SPACE eurjchem-75 3 62 series series NOUN eurjchem-75 3 63     SPACE eurjchem-75 3 64 of of ADP eurjchem-75 3 65     SPACE eurjchem-75 3 66 chromeno[2,3‐b]pyridines chromeno[2,3‐b]pyridine NOUN eurjchem-75 3 67 , , PUNCT eurjchem-75 3 68     SPACE eurjchem-75 3 69 2‐8 2‐8 NOUN eurjchem-75 3 70 , , PUNCT eurjchem-75 3 71     SPACE eurjchem-75 3 72 have have AUX eurjchem-75 3 73     SPACE eurjchem-75 3 74 been be AUX eurjchem-75 3 75     SPACE eurjchem-75 3 76 obtained obtain VERB eurjchem-75 3 77     SPACE eurjchem-75 3 78 from from ADP eurjchem-75 3 79     SPACE eurjchem-75 3 80 1,8‐diazabicyclo 1,8‐diazabicyclo PROPN eurjchem-75 4 1 [ [ X eurjchem-75 4 2 5.4.0]undec‐7‐ene 5.4.0]undec‐7‐ene NUM eurjchem-75 4 3     SPACE eurjchem-75 4 4 catalyzed catalyze VERB eurjchem-75 4 5     SPACE eurjchem-75 4 6 friedländer friedländer NOUN eurjchem-75 4 7     SPACE eurjchem-75 4 8 reaction reaction NOUN eurjchem-75 4 9     SPACE eurjchem-75 4 10 of of ADP eurjchem-75 4 11     SPACE eurjchem-75 4 12 8‐allyl‐2‐aminochromone‐3‐ 8‐allyl‐2‐aminochromone‐3‐ NUM eurjchem-75 4 13 carboxaldehyde carboxaldehyde NOUN eurjchem-75 4 14     SPACE eurjchem-75 4 15 ( ( PUNCT eurjchem-75 4 16 1 1 NUM eurjchem-75 4 17 ) ) PUNCT eurjchem-75 4 18     SPACE eurjchem-75 4 19 with with ADP eurjchem-75 4 20     SPACE eurjchem-75 4 21 some some DET eurjchem-75 4 22     SPACE eurjchem-75 4 23 carbonyl carbonyl NOUN eurjchem-75 4 24     SPACE eurjchem-75 4 25 compounds compound NOUN eurjchem-75 4 26     SPACE eurjchem-75 4 27 containing contain VERB eurjchem-75 4 28     SPACE eurjchem-75 4 29 a a DET eurjchem-75 4 30     SPACE eurjchem-75 4 31 reactive reactive NOUN eurjchem-75 4 32     SPACE eurjchem-75 4 33 α‐methyl α‐methyl NUM eurjchem-75 4 34     SPACE eurjchem-75 4 35 or or CCONJ eurjchem-75 4 36 methylene methylene NOUN eurjchem-75 4 37     SPACE eurjchem-75 4 38 group group NOUN eurjchem-75 4 39     SPACE eurjchem-75 4 40 namely namely ADV eurjchem-75 4 41     SPACE eurjchem-75 4 42 2‐acetylthiophene 2‐acetylthiophene NUM eurjchem-75 4 43 , , PUNCT eurjchem-75 4 44     SPACE eurjchem-75 4 45 3‐acetylpyridine 3‐acetylpyridine NUM eurjchem-75 4 46 , , PUNCT eurjchem-75 4 47     SPACE eurjchem-75 4 48 4‐chloroacetophenone 4‐chloroacetophenone NUM eurjchem-75 4 49 , , PUNCT eurjchem-75 4 50     SPACE eurjchem-75 4 51 4,6‐ 4,6‐ NUM eurjchem-75 4 52 diacetylresorcinol diacetylresorcinol NOUN eurjchem-75 4 53 , , PUNCT eurjchem-75 4 54     SPACE eurjchem-75 4 55 acetylacetone acetylacetone NOUN eurjchem-75 4 56 , , PUNCT eurjchem-75 4 57     SPACE eurjchem-75 4 58 dibenzoyl dibenzoyl ADJ eurjchem-75 4 59     SPACE eurjchem-75 4 60 methane methane NOUN eurjchem-75 4 61     SPACE eurjchem-75 4 62 and and CCONJ eurjchem-75 4 63     SPACE eurjchem-75 4 64 acetoacetanilide acetoacetanilide NOUN eurjchem-75 4 65 . . PUNCT eurjchem-75 4 66     SPACE eurjchem-75 4 67 heteroannulated heteroannulate VERB eurjchem-75 4 68 chromones chromone NOUN eurjchem-75 4 69 , , PUNCT eurjchem-75 4 70     SPACE eurjchem-75 4 71 13‐16 13‐16 NUM eurjchem-75 4 72 , , PUNCT eurjchem-75 4 73     SPACE eurjchem-75 4 74 were be AUX eurjchem-75 4 75     SPACE eurjchem-75 4 76 prepared prepare VERB eurjchem-75 4 77     SPACE eurjchem-75 4 78 from from ADP eurjchem-75 4 79     SPACE eurjchem-75 4 80 friedländer friedländer NOUN eurjchem-75 4 81     SPACE eurjchem-75 4 82 reaction reaction NOUN eurjchem-75 4 83     SPACE eurjchem-75 4 84 of of ADP eurjchem-75 4 85     SPACE eurjchem-75 4 86 1 1 NUM eurjchem-75 4 87     SPACE eurjchem-75 4 88 with with ADP eurjchem-75 4 89     SPACE eurjchem-75 4 90 some some DET eurjchem-75 4 91     SPACE eurjchem-75 4 92 cyclic cyclic NOUN eurjchem-75 4 93     SPACE eurjchem-75 4 94 α‐ α‐ PROPN eurjchem-75 4 95 methylene methylene NOUN eurjchem-75 4 96     SPACE eurjchem-75 4 97 ketones ketone NOUN eurjchem-75 4 98     SPACE eurjchem-75 4 99 namely namely ADV eurjchem-75 4 100     SPACE eurjchem-75 4 101 2‐phenyliminothiazolidin‐4‐one 2‐phenyliminothiazolidin‐4‐one NUM eurjchem-75 4 102 , , PUNCT eurjchem-75 4 103     SPACE eurjchem-75 4 104 pyrazoline‐3,5‐dione pyrazoline‐3,5‐dione NUM eurjchem-75 4 105 , , PUNCT eurjchem-75 4 106     SPACE eurjchem-75 4 107 5,5‐ 5,5‐ NUM eurjchem-75 4 108 dimethylcyclohexane‐1,3‐dione dimethylcyclohexane‐1,3‐dione NOUN eurjchem-75 4 109     SPACE eurjchem-75 4 110 and and CCONJ eurjchem-75 4 111     SPACE eurjchem-75 4 112 thiobarbituric thiobarbituric ADJ eurjchem-75 4 113     SPACE eurjchem-75 4 114 acid acid NOUN eurjchem-75 4 115 . . PUNCT eurjchem-75 4 116     SPACE eurjchem-75 4 117 structures structure NOUN eurjchem-75 4 118     SPACE eurjchem-75 4 119 of of ADP eurjchem-75 4 120     SPACE eurjchem-75 4 121 the the DET eurjchem-75 4 122     SPACE eurjchem-75 4 123 newly newly ADV eurjchem-75 4 124     SPACE eurjchem-75 4 125 synthesized synthesize VERB eurjchem-75 4 126 compounds compound NOUN eurjchem-75 4 127     SPACE eurjchem-75 4 128 have have AUX eurjchem-75 4 129     SPACE eurjchem-75 4 130 been be AUX eurjchem-75 4 131     SPACE eurjchem-75 4 132 established establish VERB eurjchem-75 4 133     SPACE eurjchem-75 4 134 from from ADP eurjchem-75 4 135     SPACE eurjchem-75 4 136 elemental elemental ADJ eurjchem-75 4 137     SPACE eurjchem-75 4 138 analysis analysis NOUN eurjchem-75 4 139     SPACE eurjchem-75 4 140 and and CCONJ eurjchem-75 4 141     SPACE eurjchem-75 4 142 spectroscopic spectroscopic NOUN eurjchem-75 4 143     SPACE eurjchem-75 4 144 data datum NOUN eurjchem-75 4 145 . . PUNCT eurjchem-75 4 146     SPACE eurjchem-75 5 1 dbu dbu PROPN eurjchem-75 5 2     SPACE eurjchem-75 5 3 friedländer friedländer PROPN eurjchem-75 5 4     SPACE eurjchem-75 5 5 chromeno[2,3‐b]pyridine chromeno[2,3‐b]pyridine PROPN eurjchem-75 5 6     SPACE eurjchem-75 5 7 heteroannulated heteroannulate VERB eurjchem-75 5 8     SPACE eurjchem-75 5 9 chromone chromone NOUN eurjchem-75 5 10         SPACE eurjchem-75 5 11 1 1 NUM eurjchem-75 5 12 . . PUNCT eurjchem-75 5 13     SPACE eurjchem-75 5 14 introduction introduction NOUN eurjchem-75 5 15         SPACE eurjchem-75 5 16 4‐oxo‐4h‐chromenes 4‐oxo‐4h‐chromenes NUM eurjchem-75 5 17     SPACE eurjchem-75 5 18 ( ( PUNCT eurjchem-75 5 19 chromones chromone NOUN eurjchem-75 5 20 ) ) PUNCT eurjchem-75 5 21     SPACE eurjchem-75 5 22 are be AUX eurjchem-75 5 23     SPACE eurjchem-75 5 24 well well ADV eurjchem-75 5 25     SPACE eurjchem-75 5 26 known know VERB eurjchem-75 5 27     SPACE eurjchem-75 5 28 natural natural ADJ eurjchem-75 5 29     SPACE eurjchem-75 5 30 and and CCONJ eurjchem-75 5 31     SPACE eurjchem-75 5 32 synthetic synthetic ADJ eurjchem-75 5 33     SPACE eurjchem-75 5 34 products product NOUN eurjchem-75 5 35     SPACE eurjchem-75 5 36 that that SCONJ eurjchem-75 5 37     SPACE eurjchem-75 5 38 possess possess VERB eurjchem-75 5 39     SPACE eurjchem-75 5 40 diverse diverse ADJ eurjchem-75 5 41     SPACE eurjchem-75 5 42 biological biological ADJ eurjchem-75 5 43     SPACE eurjchem-75 5 44 activities activity NOUN eurjchem-75 5 45 , , PUNCT eurjchem-75 5 46     SPACE eurjchem-75 6 1 namely namely ADV eurjchem-75 6 2     SPACE eurjchem-75 6 3 anticancer anticancer NOUN eurjchem-75 6 4     SPACE eurjchem-75 6 5 [ [ X eurjchem-75 6 6 1‐3 1‐3 NOUN eurjchem-75 6 7 ] ] PUNCT eurjchem-75 6 8 , , PUNCT eurjchem-75 6 9     SPACE eurjchem-75 6 10 neuroprotective neuroprotective NOUN eurjchem-75 6 11     SPACE eurjchem-75 6 12 [ [ X eurjchem-75 6 13 4 4 NUM eurjchem-75 6 14 ] ] PUNCT eurjchem-75 6 15 , , PUNCT eurjchem-75 6 16     SPACE eurjchem-75 6 17 hiv‐ hiv‐ PROPN eurjchem-75 6 18 inhibitory inhibitory ADJ eurjchem-75 6 19     SPACE eurjchem-75 6 20 [ [ X eurjchem-75 6 21 5,6 5,6 NUM eurjchem-75 6 22 ] ] NUM eurjchem-75 6 23 , , PUNCT eurjchem-75 6 24     SPACE eurjchem-75 6 25 antimicrobial antimicrobial ADJ eurjchem-75 6 26     SPACE eurjchem-75 7 1 [ [ X eurjchem-75 7 2 7,8 7,8 NUM eurjchem-75 7 3 ] ] PUNCT eurjchem-75 7 4 , , PUNCT eurjchem-75 7 5     SPACE eurjchem-75 7 6 antioxidant antioxidant NOUN eurjchem-75 7 7     SPACE eurjchem-75 7 8 [ [ X eurjchem-75 7 9 9 9 NUM eurjchem-75 7 10 ] ] PUNCT eurjchem-75 7 11 , , PUNCT eurjchem-75 7 12     SPACE eurjchem-75 7 13 anti‐ anti‐ X eurjchem-75 7 14 inflammatory inflammatory NOUN eurjchem-75 7 15     SPACE eurjchem-75 8 1 [ [ X eurjchem-75 8 2 10 10 NUM eurjchem-75 8 3 ] ] PUNCT eurjchem-75 8 4 , , PUNCT eurjchem-75 8 5     SPACE eurjchem-75 8 6 and and CCONJ eurjchem-75 8 7       SPACE eurjchem-75 8 8 antibiotic antibiotic ADJ eurjchem-75 8 9     SPACE eurjchem-75 9 1 [ [ X eurjchem-75 9 2 11 11 NUM eurjchem-75 9 3 ] ] PUNCT eurjchem-75 9 4 . . PUNCT eurjchem-75 9 5     SPACE eurjchem-75 10 1 due due ADJ eurjchem-75 10 2     SPACE eurjchem-75 10 3 to to ADP eurjchem-75 10 4     SPACE eurjchem-75 10 5 their their PRON eurjchem-75 10 6     SPACE eurjchem-75 10 7 abundance abundance NOUN eurjchem-75 10 8     SPACE eurjchem-75 10 9 in in ADP eurjchem-75 10 10     SPACE eurjchem-75 10 11 plants plant NOUN eurjchem-75 10 12     SPACE eurjchem-75 10 13 and and CCONJ eurjchem-75 10 14     SPACE eurjchem-75 10 15 low low ADJ eurjchem-75 10 16     SPACE eurjchem-75 10 17 mammalian mammalian ADJ eurjchem-75 10 18     SPACE eurjchem-75 10 19 toxicity toxicity NOUN eurjchem-75 10 20 , , PUNCT eurjchem-75 10 21     SPACE eurjchem-75 10 22 chromone chromone NOUN eurjchem-75 10 23     SPACE eurjchem-75 10 24 derivatives derivative NOUN eurjchem-75 10 25     SPACE eurjchem-75 10 26 are be AUX eurjchem-75 10 27     SPACE eurjchem-75 10 28 present present ADJ eurjchem-75 10 29     SPACE eurjchem-75 10 30 in in ADP eurjchem-75 10 31     SPACE eurjchem-75 10 32 large large ADJ eurjchem-75 10 33     SPACE eurjchem-75 10 34 amounts amount NOUN eurjchem-75 10 35     SPACE eurjchem-75 10 36 in in ADP eurjchem-75 10 37     SPACE eurjchem-75 10 38 the the DET eurjchem-75 10 39     SPACE eurjchem-75 10 40 diets diet NOUN eurjchem-75 10 41     SPACE eurjchem-75 10 42 of of ADP eurjchem-75 10 43     SPACE eurjchem-75 10 44 humans human NOUN eurjchem-75 10 45     SPACE eurjchem-75 11 1 [ [ X eurjchem-75 11 2 12 12 NUM eurjchem-75 11 3 ] ] PUNCT eurjchem-75 11 4 . . PUNCT eurjchem-75 11 5     SPACE eurjchem-75 11 6 chromones chromone NOUN eurjchem-75 11 7     SPACE eurjchem-75 11 8 bearing bear VERB eurjchem-75 11 9     SPACE eurjchem-75 11 10 an an DET eurjchem-75 11 11     SPACE eurjchem-75 11 12 allyl allyl ADJ eurjchem-75 11 13     SPACE eurjchem-75 11 14 group group NOUN eurjchem-75 11 15     SPACE eurjchem-75 11 16 at at ADP eurjchem-75 11 17     SPACE eurjchem-75 11 18 position position NOUN eurjchem-75 11 19     SPACE eurjchem-75 11 20 8 8 NUM eurjchem-75 11 21     SPACE eurjchem-75 11 22 have have VERB eurjchem-75 11 23     SPACE eurjchem-75 11 24 special special ADJ eurjchem-75 11 25     SPACE eurjchem-75 11 26 medicinal medicinal ADJ eurjchem-75 11 27     SPACE eurjchem-75 11 28 importance importance NOUN eurjchem-75 11 29 ; ; PUNCT eurjchem-75 11 30     SPACE eurjchem-75 11 31 8‐allyl‐2‐styrylchromones 8‐allyl‐2‐styrylchromone NOUN eurjchem-75 11 32     SPACE eurjchem-75 11 33 were be AUX eurjchem-75 11 34     SPACE eurjchem-75 11 35 used use VERB eurjchem-75 11 36     SPACE eurjchem-75 11 37 as as ADP eurjchem-75 11 38     SPACE eurjchem-75 11 39 inhibitors inhibitor NOUN eurjchem-75 11 40     SPACE eurjchem-75 11 41 for for ADP eurjchem-75 11 42     SPACE eurjchem-75 11 43 the the DET eurjchem-75 11 44     SPACE eurjchem-75 11 45 growth growth NOUN eurjchem-75 11 46     SPACE eurjchem-75 11 47 of of ADP eurjchem-75 11 48     SPACE eurjchem-75 11 49 tumors tumor NOUN eurjchem-75 11 50     SPACE eurjchem-75 12 1 [ [ X eurjchem-75 12 2 13 13 NUM eurjchem-75 12 3 ] ] PUNCT eurjchem-75 12 4 . . PUNCT eurjchem-75 12 5     SPACE eurjchem-75 12 6 also also ADV eurjchem-75 12 7 , , PUNCT eurjchem-75 12 8     SPACE eurjchem-75 12 9 the the DET eurjchem-75 12 10     SPACE eurjchem-75 12 11 8‐allyl 8‐allyl NUM eurjchem-75 12 12     SPACE eurjchem-75 12 13 derivatives derivative NOUN eurjchem-75 12 14     SPACE eurjchem-75 12 15 were be AUX eurjchem-75 12 16     SPACE eurjchem-75 12 17 used use VERB eurjchem-75 12 18     SPACE eurjchem-75 12 19 as as ADP eurjchem-75 12 20     SPACE eurjchem-75 12 21 precursors precursor NOUN eurjchem-75 12 22     SPACE eurjchem-75 12 23 for for ADP eurjchem-75 12 24     SPACE eurjchem-75 12 25 the the DET eurjchem-75 12 26     SPACE eurjchem-75 12 27 synthesis synthesis NOUN eurjchem-75 12 28     SPACE eurjchem-75 12 29 of of ADP eurjchem-75 12 30     SPACE eurjchem-75 12 31 the the DET eurjchem-75 12 32     SPACE eurjchem-75 12 33 8‐ 8‐ NUM eurjchem-75 12 34 acetic acetic ADJ eurjchem-75 12 35     SPACE eurjchem-75 12 36 acid acid NOUN eurjchem-75 12 37     SPACE eurjchem-75 12 38 derivatives derivative NOUN eurjchem-75 12 39     SPACE eurjchem-75 12 40 which which PRON eurjchem-75 12 41     SPACE eurjchem-75 12 42 exhibit exhibit VERB eurjchem-75 12 43     SPACE eurjchem-75 12 44 anticancer anticancer NOUN eurjchem-75 12 45     SPACE eurjchem-75 12 46 properties property NOUN eurjchem-75 12 47     SPACE eurjchem-75 13 1 [ [ X eurjchem-75 13 2 14‐ 14‐ NUM eurjchem-75 13 3 16 16 NUM eurjchem-75 13 4 ] ] PUNCT eurjchem-75 13 5 . . PUNCT eurjchem-75 13 6     SPACE eurjchem-75 13 7 heteroannulated heteroannulate VERB eurjchem-75 13 8     SPACE eurjchem-75 13 9 chromones chromone NOUN eurjchem-75 13 10     SPACE eurjchem-75 13 11 showed show VERB eurjchem-75 13 12     SPACE eurjchem-75 13 13 significant significant ADJ eurjchem-75 13 14     SPACE eurjchem-75 13 15 biological biological ADJ eurjchem-75 13 16     SPACE eurjchem-75 13 17 activity activity NOUN eurjchem-75 13 18     SPACE eurjchem-75 13 19 including include VERB eurjchem-75 13 20     SPACE eurjchem-75 13 21 pharmacological pharmacological NOUN eurjchem-75 13 22     SPACE eurjchem-75 14 1 [ [ X eurjchem-75 14 2 17 17 NUM eurjchem-75 14 3 ] ] PUNCT eurjchem-75 14 4 , , PUNCT eurjchem-75 14 5     SPACE eurjchem-75 14 6 anti‐inflammatory anti‐inflammatory NOUN eurjchem-75 14 7     SPACE eurjchem-75 14 8 and and CCONJ eurjchem-75 14 9     SPACE eurjchem-75 14 10 antiplatelet antiplatelet VERB eurjchem-75 14 11     SPACE eurjchem-75 14 12 activities activity NOUN eurjchem-75 14 13     SPACE eurjchem-75 15 1 [ [ X eurjchem-75 15 2 18 18 NUM eurjchem-75 15 3 ] ] PUNCT eurjchem-75 15 4 . . PUNCT eurjchem-75 15 5     SPACE eurjchem-75 16 1 in in ADP eurjchem-75 16 2     SPACE eurjchem-75 16 3 continuation continuation NOUN eurjchem-75 16 4     SPACE eurjchem-75 16 5 with with ADP eurjchem-75 16 6     SPACE eurjchem-75 16 7 our our PRON eurjchem-75 16 8     SPACE eurjchem-75 16 9 interest interest NOUN eurjchem-75 16 10     SPACE eurjchem-75 16 11 in in ADP eurjchem-75 16 12     SPACE eurjchem-75 16 13 the the DET eurjchem-75 16 14     SPACE eurjchem-75 16 15 chemistry chemistry NOUN eurjchem-75 16 16     SPACE eurjchem-75 16 17 of of ADP eurjchem-75 16 18     SPACE eurjchem-75 16 19 linear linear ADJ eurjchem-75 16 20     SPACE eurjchem-75 16 21 annulation annulation NOUN eurjchem-75 16 22     SPACE eurjchem-75 16 23 of of ADP eurjchem-75 16 24     SPACE eurjchem-75 16 25 chromone chromone NOUN eurjchem-75 16 26     SPACE eurjchem-75 16 27 rings ring NOUN eurjchem-75 16 28     SPACE eurjchem-75 16 29 [ [ X eurjchem-75 16 30 19,20 19,20 NOUN eurjchem-75 16 31 ] ] PUNCT eurjchem-75 16 32 , , PUNCT eurjchem-75 16 33     SPACE eurjchem-75 16 34 the the DET eurjchem-75 16 35     SPACE eurjchem-75 16 36 present present ADJ eurjchem-75 16 37     SPACE eurjchem-75 16 38 work work NOUN eurjchem-75 16 39     SPACE eurjchem-75 16 40 describes describe VERB eurjchem-75 16 41     SPACE eurjchem-75 16 42 the the DET eurjchem-75 16 43     SPACE eurjchem-75 16 44 synthesis synthesis NOUN eurjchem-75 16 45     SPACE eurjchem-75 16 46 of of ADP eurjchem-75 16 47     SPACE eurjchem-75 16 48 some some DET eurjchem-75 16 49     SPACE eurjchem-75 16 50 new new ADJ eurjchem-75 16 51     SPACE eurjchem-75 16 52 heteroannulated heteroannulate VERB eurjchem-75 16 53     SPACE eurjchem-75 16 54 chromones chromone NOUN eurjchem-75 16 55     SPACE eurjchem-75 16 56 bearing bear VERB eurjchem-75 16 57     SPACE eurjchem-75 16 58 an an DET eurjchem-75 16 59     SPACE eurjchem-75 16 60 allyl allyl ADJ eurjchem-75 16 61     SPACE eurjchem-75 16 62 group group NOUN eurjchem-75 16 63     SPACE eurjchem-75 16 64 starting starting NOUN eurjchem-75 16 65     SPACE eurjchem-75 16 66 from from ADP eurjchem-75 16 67     SPACE eurjchem-75 16 68 8‐allyl‐2‐amino‐4‐oxo‐4h‐chromene‐3‐carboxaldehyde 8‐allyl‐2‐amino‐4‐oxo‐4h‐chromene‐3‐carboxaldehyde NUM eurjchem-75 16 69     SPACE eurjchem-75 16 70 ( ( PUNCT eurjchem-75 16 71 1 1 NUM eurjchem-75 16 72 ) ) PUNCT eurjchem-75 16 73     SPACE eurjchem-75 17 1 [ [ X eurjchem-75 17 2 19 19 NUM eurjchem-75 17 3 ] ] PUNCT eurjchem-75 17 4     SPACE eurjchem-75 17 5 with with ADP eurjchem-75 17 6     SPACE eurjchem-75 17 7 some some DET eurjchem-75 17 8     SPACE eurjchem-75 17 9 active active ADJ eurjchem-75 17 10     SPACE eurjchem-75 17 11 methyl methyl NOUN eurjchem-75 17 12     SPACE eurjchem-75 17 13 and and CCONJ eurjchem-75 17 14     SPACE eurjchem-75 17 15 methylene methylene NOUN eurjchem-75 17 16     SPACE eurjchem-75 17 17 compounds compound VERB eurjchem-75 17 18     SPACE eurjchem-75 17 19 in in ADP eurjchem-75 17 20     SPACE eurjchem-75 17 21 the the DET eurjchem-75 17 22     SPACE eurjchem-75 17 23 presence presence NOUN eurjchem-75 17 24     SPACE eurjchem-75 17 25 of of ADP eurjchem-75 17 26     SPACE eurjchem-75 17 27 1,8‐diazabicyclo[5.4.0]undec‐7‐ene 1,8‐diazabicyclo[5.4.0]undec‐7‐ene NUM eurjchem-75 17 28     SPACE eurjchem-75 17 29 ( ( PUNCT eurjchem-75 17 30 dbu dbu PROPN eurjchem-75 17 31 ) ) PUNCT eurjchem-75 17 32     SPACE eurjchem-75 17 33 as as ADP eurjchem-75 17 34     SPACE eurjchem-75 17 35 a a DET eurjchem-75 17 36     SPACE eurjchem-75 17 37 basic basic ADJ eurjchem-75 17 38     SPACE eurjchem-75 17 39 catalyst catalyst NOUN eurjchem-75 17 40 . . PUNCT eurjchem-75 17 41         SPACE eurjchem-75 18 1 2 2 NUM eurjchem-75 18 2 . . PUNCT eurjchem-75 18 3     SPACE eurjchem-75 18 4 experimental experimental ADJ eurjchem-75 18 5         SPACE eurjchem-75 18 6 2.1 2.1 NUM eurjchem-75 18 7 . . PUNCT eurjchem-75 18 8     SPACE eurjchem-75 18 9 instrumentation instrumentation NOUN eurjchem-75 18 10         SPACE eurjchem-75 18 11 melting melting NOUN eurjchem-75 18 12     SPACE eurjchem-75 18 13 points point NOUN eurjchem-75 18 14     SPACE eurjchem-75 18 15 are be AUX eurjchem-75 18 16     SPACE eurjchem-75 18 17 uncorrected uncorrecte VERB eurjchem-75 18 18     SPACE eurjchem-75 18 19 and and CCONJ eurjchem-75 18 20     SPACE eurjchem-75 18 21 were be AUX eurjchem-75 18 22     SPACE eurjchem-75 18 23 recorded record VERB eurjchem-75 18 24     SPACE eurjchem-75 18 25 in in ADP eurjchem-75 18 26     SPACE eurjchem-75 18 27 open open ADJ eurjchem-75 18 28     SPACE eurjchem-75 18 29 capillary capillary ADJ eurjchem-75 18 30     SPACE eurjchem-75 18 31 tubes tube NOUN eurjchem-75 18 32     SPACE eurjchem-75 18 33 on on ADP eurjchem-75 18 34     SPACE eurjchem-75 18 35 stuart stuart PROPN eurjchem-75 18 36     SPACE eurjchem-75 18 37 smp3 smp3 PROPN eurjchem-75 18 38     SPACE eurjchem-75 18 39 melting melt VERB eurjchem-75 18 40     SPACE eurjchem-75 18 41 point point NOUN eurjchem-75 18 42     SPACE eurjchem-75 18 43 apparatus apparatus NOUN eurjchem-75 18 44 . . PUNCT eurjchem-75 18 45     SPACE eurjchem-75 19 1 infrared infrare VERB eurjchem-75 19 2     SPACE eurjchem-75 19 3 spectra spectra PROPN eurjchem-75 19 4     SPACE eurjchem-75 19 5 were be AUX eurjchem-75 19 6     SPACE eurjchem-75 19 7 recorded record VERB eurjchem-75 19 8     SPACE eurjchem-75 19 9 on on ADP eurjchem-75 19 10     SPACE eurjchem-75 19 11 ft‐ir ft‐ir NOUN eurjchem-75 19 12     SPACE eurjchem-75 19 13 bruker bruker NOUN eurjchem-75 19 14     SPACE eurjchem-75 19 15 vector vector NOUN eurjchem-75 19 16     SPACE eurjchem-75 19 17 22 22 NUM eurjchem-75 19 18     SPACE eurjchem-75 19 19 spectrophotometer spectrophotometer NOUN eurjchem-75 19 20     SPACE eurjchem-75 19 21 using use VERB eurjchem-75 19 22     SPACE eurjchem-75 19 23 kbr kbr PROPN eurjchem-75 19 24     SPACE eurjchem-75 19 25 wafer wafer NOUN eurjchem-75 19 26     SPACE eurjchem-75 19 27 technique technique NOUN eurjchem-75 19 28 . . PUNCT eurjchem-75 19 29     SPACE eurjchem-75 20 1 1h‐nmr 1h‐nmr NUM eurjchem-75 20 2     SPACE eurjchem-75 20 3 and and CCONJ eurjchem-75 20 4     SPACE eurjchem-75 20 5 13c‐nmr 13c‐nmr NOUN eurjchem-75 20 6     SPACE eurjchem-75 20 7 spectra spectra NOUN eurjchem-75 20 8     SPACE eurjchem-75 20 9 ( ( PUNCT eurjchem-75 20 10 chemical chemical NOUN eurjchem-75 20 11     SPACE eurjchem-75 20 12 shift shift NOUN eurjchem-75 20 13     SPACE eurjchem-75 20 14 in in ADP eurjchem-75 20 15     SPACE eurjchem-75 20 16 δ δ PROPN eurjchem-75 20 17 ) ) PUNCT eurjchem-75 20 18     SPACE eurjchem-75 20 19 were be AUX eurjchem-75 20 20     SPACE eurjchem-75 20 21 measured measure VERB eurjchem-75 20 22     SPACE eurjchem-75 20 23 on on ADP eurjchem-75 20 24     SPACE eurjchem-75 20 25 gemini gemini NOUN eurjchem-75 20 26     SPACE eurjchem-75 20 27 spectrometer spectrometer NOUN eurjchem-75 20 28     SPACE eurjchem-75 20 29 200 200 NUM eurjchem-75 20 30     SPACE eurjchem-75 20 31 mhz mhz NOUN eurjchem-75 20 32     SPACE eurjchem-75 20 33 using use VERB eurjchem-75 20 34     SPACE eurjchem-75 20 35 dmso‐d6 dmso‐d6 NOUN eurjchem-75 20 36     SPACE eurjchem-75 20 37 as as ADP eurjchem-75 20 38     SPACE eurjchem-75 20 39 solvent solvent NOUN eurjchem-75 20 40     SPACE eurjchem-75 20 41 and and CCONJ eurjchem-75 20 42     SPACE eurjchem-75 20 43 tms tms NOUN eurjchem-75 20 44     SPACE eurjchem-75 20 45 as as ADP eurjchem-75 20 46     SPACE eurjchem-75 20 47 an an DET eurjchem-75 20 48     SPACE eurjchem-75 20 49 internal internal ADJ eurjchem-75 20 50     SPACE eurjchem-75 20 51 standard standard NOUN eurjchem-75 20 52 . . PUNCT eurjchem-75 20 53     SPACE eurjchem-75 20 54 mass mass PROPN eurjchem-75 20 55     SPACE eurjchem-75 20 56 spectra spectra NOUN eurjchem-75 20 57     SPACE eurjchem-75 20 58 were be AUX eurjchem-75 20 59     SPACE eurjchem-75 20 60 obtained obtain VERB eurjchem-75 20 61     SPACE eurjchem-75 20 62 using use VERB eurjchem-75 20 63     SPACE eurjchem-75 20 64 gcms gcms NOUN eurjchem-75 20 65     SPACE eurjchem-75 20 66 qp qp ADP eurjchem-75 20 67     SPACE eurjchem-75 20 68 1000 1000 NUM eurjchem-75 20 69     SPACE eurjchem-75 20 70 ex ex NOUN eurjchem-75 20 71     SPACE eurjchem-75 20 72 shimadzu shimadzu ADJ eurjchem-75 20 73     SPACE eurjchem-75 20 74 instrument instrument NOUN eurjchem-75 20 75     SPACE eurjchem-75 20 76 mass mass PROPN eurjchem-75 20 77     SPACE eurjchem-75 20 78 spectrometer spectrometer NOUN eurjchem-75 20 79     SPACE eurjchem-75 20 80 ( ( PUNCT eurjchem-75 20 81 70 70 NUM eurjchem-75 20 82     SPACE eurjchem-75 20 83 ev ev NOUN eurjchem-75 20 84 ) ) PUNCT eurjchem-75 20 85 . . PUNCT eurjchem-75 20 86     SPACE eurjchem-75 21 1 elemental elemental NOUN eurjchem-75 21 2     SPACE eurjchem-75 21 3 microanalyses microanalysis NOUN eurjchem-75 21 4     SPACE eurjchem-75 21 5 were be AUX eurjchem-75 21 6     SPACE eurjchem-75 21 7 performed perform VERB eurjchem-75 21 8     SPACE eurjchem-75 21 9 on on ADP eurjchem-75 21 10     SPACE eurjchem-75 21 11 a a DET eurjchem-75 21 12     SPACE eurjchem-75 21 13 perkin perkin NOUN eurjchem-75 21 14 – – PUNCT eurjchem-75 21 15 elmer elmer NOUN eurjchem-75 21 16     SPACE eurjchem-75 21 17 chn‐2400 chn‐2400 PROPN eurjchem-75 21 18     SPACE eurjchem-75 21 19 analyzer analyzer NOUN eurjchem-75 21 20 . . PUNCT eurjchem-75 21 21         SPACE eurjchem-75 21 22 2.2 2.2 NUM eurjchem-75 21 23 . . PUNCT eurjchem-75 21 24     SPACE eurjchem-75 22 1 9­allyl­2­(thien­2­yl)­5­oxo­5h­chromeno[2,3­b]pyridine 9­allyl­2­(thien­2­yl)­5­oxo­5h­chromeno[2,3­b]pyridine NOUN eurjchem-75 22 2     SPACE eurjchem-75 22 3 ( ( PUNCT eurjchem-75 22 4 2 2 NUM eurjchem-75 22 5 ) ) PUNCT eurjchem-75 22 6         SPACE eurjchem-75 22 7 a a DET eurjchem-75 22 8     SPACE eurjchem-75 22 9 mixture mixture NOUN eurjchem-75 22 10     SPACE eurjchem-75 22 11 of of ADP eurjchem-75 22 12     SPACE eurjchem-75 22 13 8‐allyl‐2‐amino‐4‐oxo‐4h‐chromene‐3‐ 8‐allyl‐2‐amino‐4‐oxo‐4h‐chromene‐3‐ NUM eurjchem-75 22 14 carboxaldehyde carboxaldehyde NOUN eurjchem-75 22 15     SPACE eurjchem-75 22 16 ( ( PUNCT eurjchem-75 22 17 1 1 NUM eurjchem-75 22 18 ) ) PUNCT eurjchem-75 22 19     SPACE eurjchem-75 22 20 ( ( PUNCT eurjchem-75 22 21 0.458 0.458 NUM eurjchem-75 22 22     SPACE eurjchem-75 22 23 g g NOUN eurjchem-75 22 24 , , PUNCT eurjchem-75 22 25     SPACE eurjchem-75 22 26 2 2 NUM eurjchem-75 22 27     SPACE eurjchem-75 22 28 mmol mmol NOUN eurjchem-75 22 29 ) ) PUNCT eurjchem-75 22 30     SPACE eurjchem-75 22 31 and and CCONJ eurjchem-75 22 32     SPACE eurjchem-75 22 33 2‐acetylthiophene 2‐acetylthiophene NUM eurjchem-75 22 34     SPACE eurjchem-75 22 35 ( ( PUNCT eurjchem-75 22 36 0.18 0.18 NUM eurjchem-75 22 37     SPACE eurjchem-75 22 38 ml ml NOUN eurjchem-75 22 39 , , PUNCT eurjchem-75 22 40     SPACE eurjchem-75 22 41 2 2 NUM eurjchem-75 22 42     SPACE eurjchem-75 22 43 mmol mmol NOUN eurjchem-75 22 44 ) ) PUNCT eurjchem-75 22 45 , , PUNCT eurjchem-75 22 46     SPACE eurjchem-75 22 47 in in ADP eurjchem-75 22 48     SPACE eurjchem-75 22 49 absolute absolute ADJ eurjchem-75 22 50     SPACE eurjchem-75 22 51 ethanol ethanol NOUN eurjchem-75 22 52     SPACE eurjchem-75 22 53 ( ( PUNCT eurjchem-75 22 54 20 20 NUM eurjchem-75 22 55     SPACE eurjchem-75 22 56 ml ml NOUN eurjchem-75 22 57 ) ) PUNCT eurjchem-75 22 58     SPACE eurjchem-75 22 59 and and CCONJ eurjchem-75 22 60     SPACE eurjchem-75 22 61 dbu dbu NOUN eurjchem-75 22 62     SPACE eurjchem-75 22 63 ( ( PUNCT eurjchem-75 22 64 0.1 0.1 NUM eurjchem-75 22 65     SPACE eurjchem-75 22 66 ml ml NOUN eurjchem-75 22 67 ) ) PUNCT eurjchem-75 22 68     SPACE eurjchem-75 22 69 was be AUX eurjchem-75 22 70     SPACE eurjchem-75 22 71 refluxed refluxe VERB eurjchem-75 22 72     SPACE eurjchem-75 22 73 for for ADP eurjchem-75 22 74     SPACE eurjchem-75 22 75 30 30 NUM eurjchem-75 22 76     SPACE eurjchem-75 22 77 min min NOUN eurjchem-75 22 78     SPACE eurjchem-75 22 79 ( ( PUNCT eurjchem-75 22 80 scheme scheme NOUN eurjchem-75 22 81     SPACE eurjchem-75 22 82 1 1 NUM eurjchem-75 22 83 ) ) PUNCT eurjchem-75 22 84 . . PUNCT eurjchem-75 22 85     SPACE eurjchem-75 23 1 the the DET eurjchem-75 23 2     SPACE eurjchem-75 23 3 solid solid NOUN eurjchem-75 23 4     SPACE eurjchem-75 23 5 obtained obtain VERB eurjchem-75 23 6     SPACE eurjchem-75 23 7 after after SCONJ eurjchem-75 23 8     SPACE eurjchem-75 23 9 cooling cooling NOUN eurjchem-75 23 10     SPACE eurjchem-75 23 11 was be AUX eurjchem-75 23 12     SPACE eurjchem-75 23 13 filtered filter VERB eurjchem-75 23 14     SPACE eurjchem-75 23 15 and and CCONJ eurjchem-75 23 16     SPACE eurjchem-75 23 17 recrystallized recrystallize VERB eurjchem-75 23 18     SPACE eurjchem-75 23 19 from from ADP eurjchem-75 23 20     SPACE eurjchem-75 23 21 ethanol ethanol NOUN eurjchem-75 23 22     SPACE eurjchem-75 23 23 to to PART eurjchem-75 23 24     SPACE eurjchem-75 23 25 give give VERB eurjchem-75 23 26     SPACE eurjchem-75 23 27 2 2 NUM eurjchem-75 23 28     SPACE eurjchem-75 23 29 as as ADP eurjchem-75 23 30     SPACE eurjchem-75 23 31 yellow yellow ADJ eurjchem-75 23 32     SPACE eurjchem-75 23 33 crystals crystal NOUN eurjchem-75 23 34 , , PUNCT eurjchem-75 23 35     SPACE eurjchem-75 23 36 mp mp NOUN eurjchem-75 23 37     SPACE eurjchem-75 23 38 231 231 NUM eurjchem-75 23 39     SPACE eurjchem-75 23 40 oc oc NOUN eurjchem-75 23 41 , , PUNCT eurjchem-75 23 42     SPACE eurjchem-75 23 43 yield yield NOUN eurjchem-75 23 44     SPACE eurjchem-75 23 45 0.35 0.35 NUM eurjchem-75 23 46     SPACE eurjchem-75 23 47 g g NOUN eurjchem-75 23 48     SPACE eurjchem-75 23 49 ( ( PUNCT eurjchem-75 23 50 55 55 NUM eurjchem-75 23 51 % % NOUN eurjchem-75 23 52 ) ) PUNCT eurjchem-75 23 53 . . PUNCT eurjchem-75 23 54     SPACE eurjchem-75 24 1 ir ir VERB eurjchem-75 24 2     SPACE eurjchem-75 24 3 ( ( PUNCT eurjchem-75 24 4 kbr kbr PROPN eurjchem-75 24 5 , , PUNCT eurjchem-75 24 6     SPACE eurjchem-75 24 7 cm‐1 cm‐1 NOUN eurjchem-75 24 8 ): ): PUNCT eurjchem-75 24 9     SPACE eurjchem-75 24 10 3071 3071 NUM eurjchem-75 24 11     SPACE eurjchem-75 24 12 ( ( PUNCT eurjchem-75 24 13 charom charom NOUN eurjchem-75 24 14 . . PUNCT eurjchem-75 24 15 ) ) PUNCT eurjchem-75 24 16 , , PUNCT eurjchem-75 24 17     SPACE eurjchem-75 24 18 1663 1663 NUM eurjchem-75 24 19     SPACE eurjchem-75 24 20 ( ( PUNCT eurjchem-75 24 21 c c NOUN eurjchem-75 24 22 = = NOUN eurjchem-75 24 23 oγ‐pyrone oγ‐pyrone NOUN eurjchem-75 24 24 ) ) PUNCT eurjchem-75 24 25 , , PUNCT eurjchem-75 24 26     SPACE eurjchem-75 24 27 1608 1608 NUM eurjchem-75 24 28     SPACE eurjchem-75 24 29 ( ( PUNCT eurjchem-75 24 30 c c NOUN eurjchem-75 24 31 = = SYM eurjchem-75 24 32 n n NUM eurjchem-75 24 33 ) ) PUNCT eurjchem-75 24 34 . . PUNCT eurjchem-75 24 35     SPACE eurjchem-75 25 1 1h 1h NUM eurjchem-75 25 2     SPACE eurjchem-75 25 3 nmr nmr NOUN eurjchem-75 25 4     SPACE eurjchem-75 25 5 ( ( PUNCT eurjchem-75 25 6 dmso dmso NOUN eurjchem-75 25 7 , , PUNCT eurjchem-75 25 8     SPACE eurjchem-75 25 9 δ δ PROPN eurjchem-75 25 10 ): ): PUNCT eurjchem-75 25 11     SPACE eurjchem-75 25 12 3.64 3.64 NUM eurjchem-75 25 13     SPACE eurjchem-75 25 14 ( ( PUNCT eurjchem-75 25 15 d d PROPN eurjchem-75 25 16 , , PUNCT eurjchem-75 25 17     SPACE eurjchem-75 25 18 2h 2h NUM eurjchem-75 25 19 , , PUNCT eurjchem-75 25 20     SPACE eurjchem-75 25 21 j j PROPN eurjchem-75 25 22     SPACE eurjchem-75 25 23 = = NOUN eurjchem-75 25 24     SPACE eurjchem-75 25 25 5.6 5.6 NUM eurjchem-75 25 26     SPACE eurjchem-75 25 27 hz hz VERB eurjchem-75 25 28 , , PUNCT eurjchem-75 25 29     SPACE eurjchem-75 25 30 h‐1 h‐1 PROPN eurjchem-75 25 31 ' ' PUNCT eurjchem-75 25 32 ) ) PUNCT eurjchem-75 25 33 , , PUNCT eurjchem-75 25 34     SPACE eurjchem-75 25 35 5.18‐5.21 5.18‐5.21 NOUN eurjchem-75 25 36     SPACE eurjchem-75 25 37 ( ( PUNCT eurjchem-75 25 38 m m PROPN eurjchem-75 25 39 , , PUNCT eurjchem-75 25 40     SPACE eurjchem-75 25 41 2h 2h NUM eurjchem-75 25 42 , , PUNCT eurjchem-75 25 43     SPACE eurjchem-75 25 44 h‐3 h‐3 NOUN eurjchem-75 25 45 ' ' PUNCT eurjchem-75 25 46 ) ) PUNCT eurjchem-75 25 47 , , PUNCT eurjchem-75 25 48     SPACE eurjchem-75 25 49 6.05‐6.10 6.05‐6.10 NUM eurjchem-75 25 50     SPACE eurjchem-75 25 51 ( ( PUNCT eurjchem-75 25 52 m m PROPN eurjchem-75 25 53 , , PUNCT eurjchem-75 25 54     SPACE eurjchem-75 25 55 1h 1h NUM eurjchem-75 25 56 , , PUNCT eurjchem-75 25 57     SPACE eurjchem-75 25 58 h‐2 h‐2 NOUN eurjchem-75 25 59 ' ' PUNCT eurjchem-75 25 60 ) ) PUNCT eurjchem-75 25 61 , , PUNCT eurjchem-75 25 62     SPACE eurjchem-75 25 63 6.65‐7.68 6.65‐7.68 NUM eurjchem-75 25 64     SPACE eurjchem-75 25 65 ( ( PUNCT eurjchem-75 25 66 5h 5h NUM eurjchem-75 25 67 , , PUNCT eurjchem-75 25 68     SPACE eurjchem-75 25 69 m m PROPN eurjchem-75 25 70 , , PUNCT eurjchem-75 25 71     SPACE eurjchem-75 25 72 ar‐h ar‐h NOUN eurjchem-75 25 73 ) ) PUNCT eurjchem-75 25 74 , , PUNCT eurjchem-75 25 75     SPACE eurjchem-75 25 76 8.14 8.14 NUM eurjchem-75 25 77     SPACE eurjchem-75 25 78 ( ( PUNCT eurjchem-75 25 79 d d PROPN eurjchem-75 25 80 , , PUNCT eurjchem-75 25 81     SPACE eurjchem-75 25 82 1h 1h NUM eurjchem-75 25 83 , , PUNCT eurjchem-75 25 84     SPACE eurjchem-75 25 85 j j PROPN eurjchem-75 25 86     SPACE eurjchem-75 25 87 = = NOUN eurjchem-75 25 88     SPACE eurjchem-75 25 89 7.6 7.6 NUM eurjchem-75 25 90     SPACE eurjchem-75 25 91 hz hz VERB eurjchem-75 25 92 , , PUNCT eurjchem-75 25 93     SPACE eurjchem-75 25 94 h‐6 h‐6 NOUN eurjchem-75 25 95 ) ) PUNCT eurjchem-75 25 96 , , PUNCT eurjchem-75 25 97     SPACE eurjchem-75 25 98 8.32 8.32 NUM eurjchem-75 25 99     SPACE eurjchem-75 25 100 ( ( PUNCT eurjchem-75 25 101 d d PROPN eurjchem-75 25 102 , , PUNCT eurjchem-75 25 103     SPACE eurjchem-75 25 104 1h 1h NUM eurjchem-75 25 105 , , PUNCT eurjchem-75 25 106     SPACE eurjchem-75 25 107 j j PROPN eurjchem-75 25 108     SPACE eurjchem-75 25 109 = = NOUN eurjchem-75 25 110     SPACE eurjchem-75 25 111 7.2 7.2 NUM eurjchem-75 25 112     SPACE eurjchem-75 25 113 hz hz VERB eurjchem-75 25 114 , , PUNCT eurjchem-75 25 115       SPACE eurjchem-75 25 116 h‐3 h‐3 NOUN eurjchem-75 25 117 ) ) PUNCT eurjchem-75 25 118 , , PUNCT eurjchem-75 25 119     SPACE eurjchem-75 25 120 8.64 8.64 NUM eurjchem-75 25 121     SPACE eurjchem-75 25 122 ( ( PUNCT eurjchem-75 25 123 d d PROPN eurjchem-75 25 124 , , PUNCT eurjchem-75 25 125     SPACE eurjchem-75 25 126 1h 1h NUM eurjchem-75 25 127 , , PUNCT eurjchem-75 25 128     SPACE eurjchem-75 25 129 j j PROPN eurjchem-75 25 130     SPACE eurjchem-75 25 131 = = VERB eurjchem-75 25 132     SPACE eurjchem-75 25 133 7.2 7.2 NUM eurjchem-75 25 134     SPACE eurjchem-75 25 135 hz hz VERB eurjchem-75 25 136 , , PUNCT eurjchem-75 25 137         SPACE eurjchem-75 25 138 h‐4 h‐4 NOUN eurjchem-75 25 139 ) ) PUNCT eurjchem-75 25 140 . . PUNCT eurjchem-75 25 141     SPACE eurjchem-75 26 1 anal anal ADJ eurjchem-75 26 2 . . PUNCT eurjchem-75 26 3     SPACE eurjchem-75 26 4 calcd calcd NOUN eurjchem-75 26 5     SPACE eurjchem-75 26 6 for for ADP eurjchem-75 26 7     SPACE eurjchem-75 26 8 c19h13no2s c19h13no2s PROPN eurjchem-75 26 9     SPACE eurjchem-75 26 10 ( ( PUNCT eurjchem-75 26 11 319.38 319.38 NUM eurjchem-75 26 12 ): ): PUNCT eurjchem-75 26 13     SPACE eurjchem-75 26 14 c c NOUN eurjchem-75 26 15 , , PUNCT eurjchem-75 26 16     SPACE eurjchem-75 26 17 71.45 71.45 NUM eurjchem-75 26 18 ; ; PUNCT eurjchem-75 26 19     SPACE eurjchem-75 26 20 h h NOUN eurjchem-75 26 21 , , PUNCT eurjchem-75 26 22     SPACE eurjchem-75 26 23 4.10 4.10 NUM eurjchem-75 26 24 ; ; PUNCT eurjchem-75 26 25     SPACE eurjchem-75 26 26 n n CCONJ eurjchem-75 26 27 , , PUNCT eurjchem-75 26 28     SPACE eurjchem-75 26 29 4.39 4.39 NUM eurjchem-75 26 30 ; ; PUNCT eurjchem-75 26 31     SPACE eurjchem-75 26 32 s s PROPN eurjchem-75 26 33 , , PUNCT eurjchem-75 26 34     SPACE eurjchem-75 26 35 10.04 10.04 NUM eurjchem-75 26 36 . . PUNCT eurjchem-75 26 37     SPACE eurjchem-75 26 38 found find VERB eurjchem-75 26 39     SPACE eurjchem-75 26 40 c c NOUN eurjchem-75 26 41 , , PUNCT eurjchem-75 26 42     SPACE eurjchem-75 26 43 71.31 71.31 NUM eurjchem-75 26 44 ; ; PUNCT eurjchem-75 26 45     SPACE eurjchem-75 26 46 h h NOUN eurjchem-75 26 47 , , PUNCT eurjchem-75 26 48     SPACE eurjchem-75 26 49 3.94 3.94 NUM eurjchem-75 26 50 ; ; PUNCT eurjchem-75 26 51     SPACE eurjchem-75 26 52 n n CCONJ eurjchem-75 26 53 , , PUNCT eurjchem-75 26 54     SPACE eurjchem-75 26 55 4.28 4.28 NUM eurjchem-75 26 56 ; ; PUNCT eurjchem-75 26 57     SPACE eurjchem-75 26 58 s s PROPN eurjchem-75 26 59 , , PUNCT eurjchem-75 26 60     SPACE eurjchem-75 26 61 10.01 10.01 NUM eurjchem-75 26 62 . . PUNCT eurjchem-75 26 63           SPACE eurjchem-75 26 64 2.3 2.3 NUM eurjchem-75 26 65 . . PUNCT eurjchem-75 26 66     SPACE eurjchem-75 27 1 9­allyl­2­(pyridin­3­yl)­5­oxo­5h­chromeno[2,3­b 9­allyl­2­(pyridin­3­yl)­5­oxo­5h­chromeno[2,3­b NOUN eurjchem-75 27 2 ] ] X eurjchem-75 27 3     SPACE eurjchem-75 27 4 pyridine pyridine NOUN eurjchem-75 27 5     SPACE eurjchem-75 27 6 ( ( PUNCT eurjchem-75 27 7 3 3 NUM eurjchem-75 27 8 ) ) PUNCT eurjchem-75 27 9         SPACE eurjchem-75 27 10 a a DET eurjchem-75 27 11     SPACE eurjchem-75 27 12 mixture mixture NOUN eurjchem-75 27 13     SPACE eurjchem-75 27 14 of of ADP eurjchem-75 27 15     SPACE eurjchem-75 27 16 1 1 NUM eurjchem-75 27 17     SPACE eurjchem-75 27 18 ( ( PUNCT eurjchem-75 27 19 0.458 0.458 NUM eurjchem-75 27 20     SPACE eurjchem-75 27 21 g g NOUN eurjchem-75 27 22 , , PUNCT eurjchem-75 27 23     SPACE eurjchem-75 27 24 2 2 NUM eurjchem-75 27 25     SPACE eurjchem-75 27 26 mmol mmol NOUN eurjchem-75 27 27 ) ) PUNCT eurjchem-75 27 28     SPACE eurjchem-75 27 29 and and CCONJ eurjchem-75 27 30     SPACE eurjchem-75 27 31 3‐acetylpyridine 3‐acetylpyridine NOUN eurjchem-75 27 32     SPACE eurjchem-75 27 33 ( ( PUNCT eurjchem-75 27 34 0.22 0.22 NUM eurjchem-75 27 35     SPACE eurjchem-75 27 36 ml ml NOUN eurjchem-75 27 37 , , PUNCT eurjchem-75 27 38     SPACE eurjchem-75 27 39 2 2 NUM eurjchem-75 27 40     SPACE eurjchem-75 27 41 mmol mmol NOUN eurjchem-75 27 42 ) ) PUNCT eurjchem-75 27 43 , , PUNCT eurjchem-75 27 44     SPACE eurjchem-75 27 45 in in ADP eurjchem-75 27 46     SPACE eurjchem-75 27 47 absolute absolute ADJ eurjchem-75 27 48     SPACE eurjchem-75 27 49 ethanol ethanol NOUN eurjchem-75 27 50     SPACE eurjchem-75 27 51 ( ( PUNCT eurjchem-75 27 52 20 20 NUM eurjchem-75 27 53     SPACE eurjchem-75 27 54 ml ml NOUN eurjchem-75 27 55 ) ) PUNCT eurjchem-75 27 56     SPACE eurjchem-75 27 57 and and CCONJ eurjchem-75 27 58     SPACE eurjchem-75 27 59 dbu dbu PROPN eurjchem-75 27 60     SPACE eurjchem-75 27 61 ( ( PUNCT eurjchem-75 27 62 0.1 0.1 NUM eurjchem-75 27 63     SPACE eurjchem-75 27 64 ml ml NOUN eurjchem-75 27 65 ) ) PUNCT eurjchem-75 27 66 , , PUNCT eurjchem-75 27 67     SPACE eurjchem-75 27 68 was be AUX eurjchem-75 27 69     SPACE eurjchem-75 27 70 refluxed refluxe VERB eurjchem-75 27 71     SPACE eurjchem-75 27 72 for for ADP eurjchem-75 27 73     SPACE eurjchem-75 27 74 30 30 NUM eurjchem-75 27 75     SPACE eurjchem-75 27 76 min min NOUN eurjchem-75 27 77 . . PROPN eurjchem-75 27 78     SPACE eurjchem-75 27 79 the the DET eurjchem-75 27 80     SPACE eurjchem-75 27 81 solid solid NOUN eurjchem-75 27 82     SPACE eurjchem-75 27 83 obtained obtain VERB eurjchem-75 27 84     SPACE eurjchem-75 27 85 during during ADP eurjchem-75 27 86     SPACE eurjchem-75 27 87 heating heating NOUN eurjchem-75 27 88     SPACE eurjchem-75 27 89 was be AUX eurjchem-75 27 90     SPACE eurjchem-75 27 91 filtered filter VERB eurjchem-75 27 92     SPACE eurjchem-75 27 93 and and CCONJ eurjchem-75 27 94     SPACE eurjchem-75 27 95 recrystallized recrystallize VERB eurjchem-75 27 96     SPACE eurjchem-75 27 97 from from ADP eurjchem-75 27 98     SPACE eurjchem-75 27 99 dmf dmf PROPN eurjchem-75 27 100 / / SYM eurjchem-75 27 101 etoh etoh NOUN eurjchem-75 27 102     SPACE eurjchem-75 27 103 to to PART eurjchem-75 27 104     SPACE eurjchem-75 27 105 give give VERB eurjchem-75 27 106     SPACE eurjchem-75 27 107 3 3 NUM eurjchem-75 27 108     SPACE eurjchem-75 27 109 as as ADV eurjchem-75 27 110     SPACE eurjchem-75 27 111 yellow yellow ADJ eurjchem-75 27 112     SPACE eurjchem-75 27 113 crystals crystal NOUN eurjchem-75 27 114 , , PUNCT eurjchem-75 27 115     SPACE eurjchem-75 27 116 mp mp NOUN eurjchem-75 27 117     SPACE eurjchem-75 27 118 > > X eurjchem-75 27 119     SPACE eurjchem-75 27 120 310 310 NUM eurjchem-75 27 121     SPACE eurjchem-75 27 122 oc oc NOUN eurjchem-75 27 123 , , PUNCT eurjchem-75 27 124     SPACE eurjchem-75 27 125 yield yield NOUN eurjchem-75 27 126     SPACE eurjchem-75 27 127 0.34 0.34 NUM eurjchem-75 27 128     SPACE eurjchem-75 27 129 g g NOUN eurjchem-75 27 130     SPACE eurjchem-75 27 131 ( ( PUNCT eurjchem-75 27 132 54 54 NUM eurjchem-75 27 133 % % NOUN eurjchem-75 27 134 ) ) PUNCT eurjchem-75 27 135 . . PUNCT eurjchem-75 27 136     SPACE eurjchem-75 28 1 ir ir VERB eurjchem-75 28 2     SPACE eurjchem-75 28 3 ( ( PUNCT eurjchem-75 28 4 kbr kbr PROPN eurjchem-75 28 5 , , PUNCT eurjchem-75 28 6     SPACE eurjchem-75 28 7 cm‐1 cm‐1 NOUN eurjchem-75 28 8 ): ): PUNCT eurjchem-75 28 9     SPACE eurjchem-75 28 10 3067 3067 NUM eurjchem-75 28 11     SPACE eurjchem-75 28 12 ( ( PUNCT eurjchem-75 28 13 charom charom NOUN eurjchem-75 28 14 . . PUNCT eurjchem-75 28 15 ) ) PUNCT eurjchem-75 28 16 , , PUNCT eurjchem-75 28 17     SPACE eurjchem-75 28 18 1670 1670 NUM eurjchem-75 28 19     SPACE eurjchem-75 28 20 ( ( PUNCT eurjchem-75 28 21 c c NOUN eurjchem-75 28 22 = = NOUN eurjchem-75 28 23 oγ‐pyrone oγ‐pyrone NOUN eurjchem-75 28 24 ) ) PUNCT eurjchem-75 28 25 , , PUNCT eurjchem-75 28 26     SPACE eurjchem-75 28 27 1600 1600 NUM eurjchem-75 28 28     SPACE eurjchem-75 28 29 ( ( PUNCT eurjchem-75 28 30 c c NOUN eurjchem-75 28 31 = = SYM eurjchem-75 28 32 n n NUM eurjchem-75 28 33 ) ) PUNCT eurjchem-75 28 34 . . PUNCT eurjchem-75 28 35     SPACE eurjchem-75 29 1 1h 1h NUM eurjchem-75 29 2     SPACE eurjchem-75 29 3 nmr nmr NOUN eurjchem-75 29 4     SPACE eurjchem-75 29 5 ( ( PUNCT eurjchem-75 29 6 dmso dmso NOUN eurjchem-75 29 7 , , PUNCT eurjchem-75 29 8     SPACE eurjchem-75 29 9 δ δ PROPN eurjchem-75 29 10 ): ): PUNCT eurjchem-75 29 11     SPACE eurjchem-75 29 12 3.56 3.56 NUM eurjchem-75 29 13     SPACE eurjchem-75 29 14 ( ( PUNCT eurjchem-75 29 15 d d NOUN eurjchem-75 29 16 , , PUNCT eurjchem-75 29 17     SPACE eurjchem-75 29 18 2h 2h NUM eurjchem-75 29 19 , , PUNCT eurjchem-75 29 20     SPACE eurjchem-75 29 21 j j PROPN eurjchem-75 29 22     SPACE eurjchem-75 29 23 = = NOUN eurjchem-75 29 24     SPACE eurjchem-75 29 25 6.6 6.6 NUM eurjchem-75 29 26     SPACE eurjchem-75 29 27 hz hz VERB eurjchem-75 29 28 , , PUNCT eurjchem-75 29 29     SPACE eurjchem-75 29 30 h‐1 h‐1 PROPN eurjchem-75 29 31 ' ' PUNCT eurjchem-75 29 32 ) ) PUNCT eurjchem-75 29 33 , , PUNCT eurjchem-75 29 34     SPACE eurjchem-75 29 35 5.28‐5.34 5.28‐5.34 NOUN eurjchem-75 29 36     SPACE eurjchem-75 29 37 ( ( PUNCT eurjchem-75 29 38 m m PROPN eurjchem-75 29 39 , , PUNCT eurjchem-75 29 40     SPACE eurjchem-75 29 41 2h 2h NUM eurjchem-75 29 42 , , PUNCT eurjchem-75 29 43     SPACE eurjchem-75 29 44 h‐3 h‐3 NOUN eurjchem-75 29 45 ' ' PUNCT eurjchem-75 29 46 ) ) PUNCT eurjchem-75 29 47 , , PUNCT eurjchem-75 29 48     SPACE eurjchem-75 29 49 5.98‐6.14 5.98‐6.14 NUM eurjchem-75 29 50       SPACE eurjchem-75 29 51 ibrahim ibrahim PROPN eurjchem-75 29 52     SPACE eurjchem-75 29 53 / / SYM eurjchem-75 29 54     SPACE eurjchem-75 29 55 european european ADJ eurjchem-75 29 56     SPACE eurjchem-75 29 57 journal journal NOUN eurjchem-75 29 58     SPACE eurjchem-75 29 59 of of ADP eurjchem-75 29 60     SPACE eurjchem-75 29 61 chemistry chemistry NOUN eurjchem-75 29 62     SPACE eurjchem-75 29 63 1 1 NUM eurjchem-75 29 64     SPACE eurjchem-75 29 65 ( ( PUNCT eurjchem-75 29 66 2 2 NUM eurjchem-75 29 67 ) ) PUNCT eurjchem-75 29 68     SPACE eurjchem-75 29 69 ( ( PUNCT eurjchem-75 29 70 2010 2010 NUM eurjchem-75 29 71 ) ) PUNCT eurjchem-75 29 72     SPACE eurjchem-75 29 73 124­128 124­128 NOUN eurjchem-75 29 74     SPACE eurjchem-75 29 75 125 125 NUM eurjchem-75 29 76         SPACE eurjchem-75 29 77 o o NOUN eurjchem-75 30 1 o o X eurjchem-75 30 2 nh2 nh2 PROPN eurjchem-75 30 3 cho cho NOUN eurjchem-75 31 1 o o NOUN eurjchem-75 31 2 o o X eurjchem-75 32 1 n n X eurjchem-75 32 2 s s X eurjchem-75 32 3 o o NOUN eurjchem-75 32 4 o o NOUN eurjchem-75 32 5 n n CCONJ eurjchem-75 32 6 n n NOUN eurjchem-75 32 7 o o NOUN eurjchem-75 32 8 o o NOUN eurjchem-75 32 9 n n CCONJ eurjchem-75 32 10 cl cl NOUN eurjchem-75 32 11 ch3 ch3 PROPN eurjchem-75 32 12 s s PART eurjchem-75 32 13 o o PROPN eurjchem-75 32 14 n n X eurjchem-75 32 15 ch3 ch3 PROPN eurjchem-75 32 16 o o PROPN eurjchem-75 32 17 cl cl PROPN eurjchem-75 32 18 ch3 ch3 PROPN eurjchem-75 32 19 o o NOUN eurjchem-75 32 20 1 1 NUM eurjchem-75 32 21 2 2 NUM eurjchem-75 32 22 3 3 NUM eurjchem-75 32 23 4 4 NUM eurjchem-75 32 24 etoh etoh NOUN eurjchem-75 32 25 / / SYM eurjchem-75 32 26 dbu dbu NOUN eurjchem-75 32 27     SPACE eurjchem-75 32 28 scheme scheme NOUN eurjchem-75 32 29     SPACE eurjchem-75 32 30 1 1 NUM eurjchem-75 32 31             SPACE eurjchem-75 32 32 ( ( PUNCT eurjchem-75 32 33 m m PROPN eurjchem-75 32 34 , , PUNCT eurjchem-75 32 35     SPACE eurjchem-75 32 36 1h 1h NUM eurjchem-75 32 37 , , PUNCT eurjchem-75 32 38     SPACE eurjchem-75 32 39 h‐2 h‐2 NOUN eurjchem-75 32 40 ' ' PUNCT eurjchem-75 32 41 ) ) PUNCT eurjchem-75 32 42 , , PUNCT eurjchem-75 32 43     SPACE eurjchem-75 32 44 7.32‐7.88 7.32‐7.88 NOUN eurjchem-75 32 45     SPACE eurjchem-75 32 46 ( ( PUNCT eurjchem-75 32 47 m m PROPN eurjchem-75 32 48 , , PUNCT eurjchem-75 32 49     SPACE eurjchem-75 32 50 8h 8h NUM eurjchem-75 32 51 , , PUNCT eurjchem-75 32 52     SPACE eurjchem-75 32 53 ar‐h ar‐h NOUN eurjchem-75 32 54 ) ) PUNCT eurjchem-75 32 55 , , PUNCT eurjchem-75 32 56     SPACE eurjchem-75 32 57 8.56 8.56 NUM eurjchem-75 32 58     SPACE eurjchem-75 32 59 ( ( PUNCT eurjchem-75 32 60 d d PROPN eurjchem-75 32 61 , , PUNCT eurjchem-75 32 62     SPACE eurjchem-75 32 63 1h 1h NUM eurjchem-75 32 64 , , PUNCT eurjchem-75 32 65     SPACE eurjchem-75 32 66 j j PROPN eurjchem-75 32 67     SPACE eurjchem-75 32 68 = = NOUN eurjchem-75 32 69     SPACE eurjchem-75 32 70 6.8 6.8 NUM eurjchem-75 32 71     SPACE eurjchem-75 32 72 hz hz VERB eurjchem-75 32 73 , , PUNCT eurjchem-75 32 74     SPACE eurjchem-75 32 75 h‐ h‐ NOUN eurjchem-75 32 76 4 4 NUM eurjchem-75 32 77 ) ) PUNCT eurjchem-75 32 78 . . PUNCT eurjchem-75 32 79     SPACE eurjchem-75 33 1 m m PROPN eurjchem-75 33 2 / / PROPN eurjchem-75 33 3 z z NOUN eurjchem-75 33 4     SPACE eurjchem-75 33 5 ( ( PUNCT eurjchem-75 33 6 i i PRON eurjchem-75 33 7     SPACE eurjchem-75 33 8 % % VERB eurjchem-75 33 9 ): ): PUNCT eurjchem-75 33 10     SPACE eurjchem-75 33 11 314 314 NUM eurjchem-75 33 12     SPACE eurjchem-75 33 13 ( ( PUNCT eurjchem-75 33 14 100 100 NUM eurjchem-75 33 15 ) ) PUNCT eurjchem-75 33 16 , , PUNCT eurjchem-75 33 17     SPACE eurjchem-75 33 18 183 183 NUM eurjchem-75 33 19     SPACE eurjchem-75 33 20 ( ( PUNCT eurjchem-75 33 21 25 25 NUM eurjchem-75 33 22 ) ) PUNCT eurjchem-75 33 23 , , PUNCT eurjchem-75 33 24     SPACE eurjchem-75 33 25 155 155 NUM eurjchem-75 33 26     SPACE eurjchem-75 33 27 ( ( PUNCT eurjchem-75 33 28 48 48 NUM eurjchem-75 33 29 ) ) PUNCT eurjchem-75 33 30 , , PUNCT eurjchem-75 33 31     SPACE eurjchem-75 33 32 143 143 NUM eurjchem-75 33 33     SPACE eurjchem-75 33 34 ( ( PUNCT eurjchem-75 33 35 7 7 NUM eurjchem-75 33 36 ) ) PUNCT eurjchem-75 33 37 , , PUNCT eurjchem-75 33 38     SPACE eurjchem-75 33 39 133 133 NUM eurjchem-75 33 40     SPACE eurjchem-75 33 41 ( ( PUNCT eurjchem-75 33 42 18 18 NUM eurjchem-75 33 43 ) ) PUNCT eurjchem-75 33 44 , , PUNCT eurjchem-75 33 45     SPACE eurjchem-75 33 46 116 116 NUM eurjchem-75 33 47     SPACE eurjchem-75 33 48 ( ( PUNCT eurjchem-75 33 49 9 9 NUM eurjchem-75 33 50 ) ) PUNCT eurjchem-75 33 51 , , PUNCT eurjchem-75 33 52     SPACE eurjchem-75 33 53 105 105 NUM eurjchem-75 33 54     SPACE eurjchem-75 33 55 ( ( PUNCT eurjchem-75 33 56 13 13 NUM eurjchem-75 33 57 ) ) PUNCT eurjchem-75 33 58 , , PUNCT eurjchem-75 33 59     SPACE eurjchem-75 33 60 89 89 NUM eurjchem-75 33 61     SPACE eurjchem-75 33 62 ( ( PUNCT eurjchem-75 33 63 8) 8) NUM eurjchem-75 33 64 , , PUNCT eurjchem-75 33 65     SPACE eurjchem-75 33 66 78 78 NUM eurjchem-75 33 67     SPACE eurjchem-75 33 68 ( ( PUNCT eurjchem-75 33 69 81 81 NUM eurjchem-75 33 70 ) ) PUNCT eurjchem-75 33 71 , , PUNCT eurjchem-75 33 72     SPACE eurjchem-75 33 73 65 65 NUM eurjchem-75 33 74     SPACE eurjchem-75 33 75 ( ( PUNCT eurjchem-75 33 76 35 35 NUM eurjchem-75 33 77 ) ) PUNCT eurjchem-75 33 78 . . PUNCT eurjchem-75 33 79     SPACE eurjchem-75 34 1 anal anal ADJ eurjchem-75 34 2 . . PUNCT eurjchem-75 34 3     SPACE eurjchem-75 34 4 calcd calcd NOUN eurjchem-75 34 5     SPACE eurjchem-75 34 6 for for ADP eurjchem-75 34 7     SPACE eurjchem-75 34 8 c20h14n2o2 c20h14n2o2 NOUN eurjchem-75 34 9     SPACE eurjchem-75 34 10 ( ( PUNCT eurjchem-75 34 11 314.35 314.35 NUM eurjchem-75 34 12 ): ): PUNCT eurjchem-75 34 13     SPACE eurjchem-75 34 14 c c NOUN eurjchem-75 34 15 , , PUNCT eurjchem-75 34 16     SPACE eurjchem-75 34 17 76.42 76.42 NUM eurjchem-75 34 18 ; ; PUNCT eurjchem-75 34 19     SPACE eurjchem-75 34 20 h h NOUN eurjchem-75 34 21 , , PUNCT eurjchem-75 34 22     SPACE eurjchem-75 34 23 4.49 4.49 NUM eurjchem-75 34 24 ; ; PUNCT eurjchem-75 34 25     SPACE eurjchem-75 34 26 n n CCONJ eurjchem-75 34 27 , , PUNCT eurjchem-75 34 28     SPACE eurjchem-75 34 29 8.91 8.91 NUM eurjchem-75 34 30 . . PUNCT eurjchem-75 34 31     SPACE eurjchem-75 34 32 found find VERB eurjchem-75 34 33     SPACE eurjchem-75 34 34 c c NOUN eurjchem-75 34 35 , , PUNCT eurjchem-75 34 36     SPACE eurjchem-75 34 37 76.22 76.22 NUM eurjchem-75 34 38 ; ; PUNCT eurjchem-75 34 39     SPACE eurjchem-75 34 40 h h NOUN eurjchem-75 34 41 , , PUNCT eurjchem-75 34 42     SPACE eurjchem-75 34 43 4.31 4.31 NUM eurjchem-75 34 44 ; ; PUNCT eurjchem-75 34 45     SPACE eurjchem-75 34 46 n n CCONJ eurjchem-75 34 47 , , PUNCT eurjchem-75 34 48     SPACE eurjchem-75 34 49 8.75 8.75 NUM eurjchem-75 34 50 . . PUNCT eurjchem-75 34 51           SPACE eurjchem-75 34 52 2.4 2.4 NUM eurjchem-75 34 53 . . PUNCT eurjchem-75 34 54     SPACE eurjchem-75 35 1 9­allyl­2­(4­chlorophenyl)­5­oxo­5h­chromeno[2,3­b 9­allyl­2­(4­chlorophenyl)­5­oxo­5h­chromeno[2,3­b NUM eurjchem-75 35 2 ] ] PUNCT eurjchem-75 35 3     SPACE eurjchem-75 35 4 pyridine pyridine NOUN eurjchem-75 35 5     SPACE eurjchem-75 35 6 ( ( PUNCT eurjchem-75 35 7 4 4 NUM eurjchem-75 35 8 ) ) PUNCT eurjchem-75 35 9         SPACE eurjchem-75 35 10 a a DET eurjchem-75 35 11     SPACE eurjchem-75 35 12 mixture mixture NOUN eurjchem-75 35 13     SPACE eurjchem-75 35 14 of of ADP eurjchem-75 35 15     SPACE eurjchem-75 35 16 1 1 NUM eurjchem-75 35 17     SPACE eurjchem-75 35 18 ( ( PUNCT eurjchem-75 35 19 0.458 0.458 NUM eurjchem-75 35 20     SPACE eurjchem-75 35 21 g g NOUN eurjchem-75 35 22 , , PUNCT eurjchem-75 35 23     SPACE eurjchem-75 35 24 2 2 NUM eurjchem-75 35 25     SPACE eurjchem-75 35 26 mmol mmol NOUN eurjchem-75 35 27 ) ) PUNCT eurjchem-75 35 28     SPACE eurjchem-75 35 29 and and CCONJ eurjchem-75 35 30     SPACE eurjchem-75 35 31 4‐ 4‐ PROPN eurjchem-75 35 32 chloroacetophenone chloroacetophenone NOUN eurjchem-75 35 33     SPACE eurjchem-75 35 34 ( ( PUNCT eurjchem-75 35 35 0.31 0.31 NUM eurjchem-75 35 36     SPACE eurjchem-75 35 37 g g NOUN eurjchem-75 35 38 , , PUNCT eurjchem-75 35 39     SPACE eurjchem-75 35 40 2 2 NUM eurjchem-75 35 41     SPACE eurjchem-75 35 42 mmol mmol NOUN eurjchem-75 35 43 ) ) PUNCT eurjchem-75 35 44 , , PUNCT eurjchem-75 35 45     SPACE eurjchem-75 35 46 in in ADP eurjchem-75 35 47     SPACE eurjchem-75 35 48 absolute absolute ADJ eurjchem-75 35 49     SPACE eurjchem-75 35 50 ethanol ethanol NOUN eurjchem-75 35 51     SPACE eurjchem-75 35 52 ( ( PUNCT eurjchem-75 35 53 20 20 NUM eurjchem-75 35 54     SPACE eurjchem-75 35 55 ml ml NOUN eurjchem-75 35 56 ) ) PUNCT eurjchem-75 35 57     SPACE eurjchem-75 35 58 and and CCONJ eurjchem-75 35 59     SPACE eurjchem-75 35 60 dbu dbu NOUN eurjchem-75 35 61     SPACE eurjchem-75 35 62 ( ( PUNCT eurjchem-75 35 63 0.1 0.1 NUM eurjchem-75 35 64     SPACE eurjchem-75 35 65 ml ml NOUN eurjchem-75 35 66 ) ) PUNCT eurjchem-75 35 67     SPACE eurjchem-75 35 68 was be AUX eurjchem-75 35 69     SPACE eurjchem-75 35 70 refluxed refluxe VERB eurjchem-75 35 71     SPACE eurjchem-75 35 72 for for ADP eurjchem-75 35 73     SPACE eurjchem-75 35 74 30 30 NUM eurjchem-75 35 75     SPACE eurjchem-75 35 76 min min NOUN eurjchem-75 35 77 . . PROPN eurjchem-75 35 78     SPACE eurjchem-75 35 79 the the DET eurjchem-75 35 80     SPACE eurjchem-75 35 81 solid solid NOUN eurjchem-75 35 82     SPACE eurjchem-75 35 83 obtained obtain VERB eurjchem-75 35 84     SPACE eurjchem-75 35 85 after after SCONJ eurjchem-75 35 86     SPACE eurjchem-75 35 87 cooling cooling NOUN eurjchem-75 35 88     SPACE eurjchem-75 35 89 was be AUX eurjchem-75 35 90     SPACE eurjchem-75 35 91 filtered filter VERB eurjchem-75 35 92     SPACE eurjchem-75 35 93 and and CCONJ eurjchem-75 35 94     SPACE eurjchem-75 35 95 recrystallized recrystallize VERB eurjchem-75 35 96     SPACE eurjchem-75 35 97 from from ADP eurjchem-75 35 98     SPACE eurjchem-75 35 99 dmf dmf PROPN eurjchem-75 35 100 / / SYM eurjchem-75 35 101 h2o h2o PROPN eurjchem-75 35 102     SPACE eurjchem-75 35 103 to to PART eurjchem-75 35 104     SPACE eurjchem-75 35 105 give give VERB eurjchem-75 35 106     SPACE eurjchem-75 35 107 4 4 NUM eurjchem-75 35 108     SPACE eurjchem-75 35 109 as as ADV eurjchem-75 35 110     SPACE eurjchem-75 35 111 yellow yellow ADJ eurjchem-75 35 112     SPACE eurjchem-75 35 113 crystals crystal NOUN eurjchem-75 35 114 , , PUNCT eurjchem-75 35 115     SPACE eurjchem-75 35 116 mp mp NOUN eurjchem-75 35 117     SPACE eurjchem-75 35 118 280 280 NUM eurjchem-75 35 119     SPACE eurjchem-75 35 120 oc oc NOUN eurjchem-75 35 121 , , PUNCT eurjchem-75 35 122     SPACE eurjchem-75 35 123 yield yield NOUN eurjchem-75 35 124     SPACE eurjchem-75 35 125 0.39 0.39 NUM eurjchem-75 35 126     SPACE eurjchem-75 35 127 g g NOUN eurjchem-75 35 128     SPACE eurjchem-75 35 129 ( ( PUNCT eurjchem-75 35 130 56 56 NUM eurjchem-75 35 131 % % NOUN eurjchem-75 35 132 ) ) PUNCT eurjchem-75 35 133 . . PUNCT eurjchem-75 35 134     SPACE eurjchem-75 36 1 ir ir VERB eurjchem-75 36 2     SPACE eurjchem-75 36 3 ( ( PUNCT eurjchem-75 36 4 kbr kbr PROPN eurjchem-75 36 5 , , PUNCT eurjchem-75 36 6     SPACE eurjchem-75 36 7 cm‐1 cm‐1 NOUN eurjchem-75 36 8 ): ): PUNCT eurjchem-75 36 9     SPACE eurjchem-75 36 10 3053 3053 NUM eurjchem-75 36 11     SPACE eurjchem-75 36 12 ( ( PUNCT eurjchem-75 36 13 charom charom NOUN eurjchem-75 36 14 . . PUNCT eurjchem-75 36 15 ) ) PUNCT eurjchem-75 36 16 , , PUNCT eurjchem-75 36 17     SPACE eurjchem-75 36 18 1666 1666 NUM eurjchem-75 36 19     SPACE eurjchem-75 36 20 ( ( PUNCT eurjchem-75 36 21 c c NOUN eurjchem-75 36 22 = = NOUN eurjchem-75 36 23 oγ‐pyrone oγ‐pyrone NOUN eurjchem-75 36 24 ) ) PUNCT eurjchem-75 36 25 , , PUNCT eurjchem-75 36 26     SPACE eurjchem-75 36 27 1603 1603 NUM eurjchem-75 36 28     SPACE eurjchem-75 36 29 ( ( PUNCT eurjchem-75 36 30 c c NOUN eurjchem-75 36 31 = = SYM eurjchem-75 36 32 n n NUM eurjchem-75 36 33 ) ) PUNCT eurjchem-75 36 34 . . PUNCT eurjchem-75 36 35     SPACE eurjchem-75 36 36 1h 1h NUM eurjchem-75 36 37     SPACE eurjchem-75 36 38 nmr nmr NOUN eurjchem-75 36 39     SPACE eurjchem-75 36 40 ( ( PUNCT eurjchem-75 36 41 dmso dmso NOUN eurjchem-75 36 42 , , PUNCT eurjchem-75 36 43     SPACE eurjchem-75 36 44 δ δ PROPN eurjchem-75 36 45 ): ): PUNCT eurjchem-75 36 46     SPACE eurjchem-75 36 47 3.62 3.62 NUM eurjchem-75 36 48     SPACE eurjchem-75 36 49 ( ( PUNCT eurjchem-75 36 50 d d NOUN eurjchem-75 36 51 , , PUNCT eurjchem-75 36 52     SPACE eurjchem-75 36 53 2h 2h NUM eurjchem-75 36 54 , , PUNCT eurjchem-75 36 55     SPACE eurjchem-75 36 56 j j NOUN eurjchem-75 36 57     SPACE eurjchem-75 36 58 = = NOUN eurjchem-75 36 59     SPACE eurjchem-75 36 60 6.4 6.4 NUM eurjchem-75 36 61     SPACE eurjchem-75 36 62 hz hz VERB eurjchem-75 36 63 , , PUNCT eurjchem-75 36 64     SPACE eurjchem-75 36 65 h‐1 h‐1 PROPN eurjchem-75 36 66 ' ' PUNCT eurjchem-75 36 67 ) ) PUNCT eurjchem-75 36 68 , , PUNCT eurjchem-75 36 69     SPACE eurjchem-75 36 70 5.17‐ 5.17‐ NUM eurjchem-75 36 71 5.22 5.22 NUM eurjchem-75 36 72     SPACE eurjchem-75 36 73 ( ( PUNCT eurjchem-75 36 74 m m PROPN eurjchem-75 36 75 , , PUNCT eurjchem-75 36 76     SPACE eurjchem-75 36 77 2h 2h NUM eurjchem-75 36 78 , , PUNCT eurjchem-75 36 79     SPACE eurjchem-75 36 80 h‐3 h‐3 NOUN eurjchem-75 36 81 ' ' PUNCT eurjchem-75 36 82 ) ) PUNCT eurjchem-75 36 83 , , PUNCT eurjchem-75 36 84     SPACE eurjchem-75 36 85 6.10‐6.21 6.10‐6.21 NOUN eurjchem-75 36 86     SPACE eurjchem-75 36 87 ( ( PUNCT eurjchem-75 36 88 m m PROPN eurjchem-75 36 89 , , PUNCT eurjchem-75 36 90     SPACE eurjchem-75 36 91 1h 1h NUM eurjchem-75 36 92 , , PUNCT eurjchem-75 36 93     SPACE eurjchem-75 36 94 h‐2 h‐2 NOUN eurjchem-75 36 95 ' ' PUNCT eurjchem-75 36 96 ) ) PUNCT eurjchem-75 36 97 , , PUNCT eurjchem-75 36 98     SPACE eurjchem-75 36 99 7.44 7.44 NUM eurjchem-75 36 100     SPACE eurjchem-75 36 101 ( ( PUNCT eurjchem-75 36 102 d d NOUN eurjchem-75 36 103 , , PUNCT eurjchem-75 36 104     SPACE eurjchem-75 36 105 2h 2h NUM eurjchem-75 36 106 , , PUNCT eurjchem-75 36 107     SPACE eurjchem-75 36 108 j j PROPN eurjchem-75 36 109     SPACE eurjchem-75 36 110 = = NOUN eurjchem-75 36 111     SPACE eurjchem-75 36 112 7.4 7.4 NUM eurjchem-75 36 113 , , PUNCT eurjchem-75 36 114     SPACE eurjchem-75 36 115 ar‐h ar‐h NOUN eurjchem-75 36 116 ) ) PUNCT eurjchem-75 36 117 , , PUNCT eurjchem-75 36 118     SPACE eurjchem-75 36 119 7.52 7.52 NUM eurjchem-75 36 120     SPACE eurjchem-75 36 121 ( ( PUNCT eurjchem-75 36 122 2h 2h NUM eurjchem-75 36 123 , , PUNCT eurjchem-75 36 124     SPACE eurjchem-75 36 125 d d PROPN eurjchem-75 36 126 , , PUNCT eurjchem-75 36 127     SPACE eurjchem-75 36 128 j j PROPN eurjchem-75 36 129     SPACE eurjchem-75 36 130 = = NOUN eurjchem-75 36 131     SPACE eurjchem-75 36 132 7.4 7.4 NUM eurjchem-75 36 133 , , PUNCT eurjchem-75 36 134     SPACE eurjchem-75 36 135 ar‐h ar‐h NOUN eurjchem-75 36 136 ) ) PUNCT eurjchem-75 36 137 , , PUNCT eurjchem-75 36 138     SPACE eurjchem-75 36 139 7.61‐7.82 7.61‐7.82 NUM eurjchem-75 36 140     SPACE eurjchem-75 36 141 ( ( PUNCT eurjchem-75 36 142 m m PROPN eurjchem-75 36 143 , , PUNCT eurjchem-75 36 144     SPACE eurjchem-75 36 145 2h 2h NUM eurjchem-75 36 146 , , PUNCT eurjchem-75 36 147     SPACE eurjchem-75 36 148 h‐7 h‐7 NOUN eurjchem-75 36 149     SPACE eurjchem-75 36 150 and and CCONJ eurjchem-75 36 151     SPACE eurjchem-75 36 152 h‐ h‐ NOUN eurjchem-75 36 153 8) 8) NUM eurjchem-75 36 154 , , PUNCT eurjchem-75 36 155     SPACE eurjchem-75 36 156 8.34 8.34 NUM eurjchem-75 36 157     SPACE eurjchem-75 36 158 ( ( PUNCT eurjchem-75 36 159 d d PROPN eurjchem-75 36 160 , , PUNCT eurjchem-75 36 161     SPACE eurjchem-75 36 162 1h 1h NUM eurjchem-75 36 163 , , PUNCT eurjchem-75 36 164     SPACE eurjchem-75 36 165 j j PROPN eurjchem-75 36 166     SPACE eurjchem-75 36 167 = = NOUN eurjchem-75 36 168     SPACE eurjchem-75 36 169 7.6 7.6 NUM eurjchem-75 36 170     SPACE eurjchem-75 36 171 hz hz VERB eurjchem-75 36 172 , , PUNCT eurjchem-75 36 173     SPACE eurjchem-75 36 174 h‐6 h‐6 NOUN eurjchem-75 36 175 ) ) PUNCT eurjchem-75 36 176 , , PUNCT eurjchem-75 36 177     SPACE eurjchem-75 36 178 8.54‐8.69 8.54‐8.69 NOUN eurjchem-75 36 179     SPACE eurjchem-75 36 180 ( ( PUNCT eurjchem-75 36 181 m m PROPN eurjchem-75 36 182 , , PUNCT eurjchem-75 36 183     SPACE eurjchem-75 36 184 2h 2h NUM eurjchem-75 36 185 , , PUNCT eurjchem-75 36 186     SPACE eurjchem-75 36 187 h‐3 h‐3 NOUN eurjchem-75 36 188     SPACE eurjchem-75 36 189 and and CCONJ eurjchem-75 36 190     SPACE eurjchem-75 36 191 h‐4 h‐4 NOUN eurjchem-75 36 192 ) ) PUNCT eurjchem-75 36 193 . . PUNCT eurjchem-75 36 194     SPACE eurjchem-75 37 1 anal anal ADJ eurjchem-75 37 2 . . PUNCT eurjchem-75 37 3     SPACE eurjchem-75 37 4 calcd calcd NOUN eurjchem-75 37 5     SPACE eurjchem-75 37 6 for for ADP eurjchem-75 37 7     SPACE eurjchem-75 37 8 c21h14clno2 c21h14clno2 NOUN eurjchem-75 37 9     SPACE eurjchem-75 37 10 ( ( PUNCT eurjchem-75 37 11 347.80 347.80 NUM eurjchem-75 37 12 ): ): PUNCT eurjchem-75 37 13     SPACE eurjchem-75 37 14 c c NOUN eurjchem-75 37 15 , , PUNCT eurjchem-75 37 16     SPACE eurjchem-75 37 17 72.52 72.52 NUM eurjchem-75 37 18 ; ; PUNCT eurjchem-75 37 19     SPACE eurjchem-75 37 20 h h NOUN eurjchem-75 37 21 , , PUNCT eurjchem-75 37 22     SPACE eurjchem-75 37 23 4.06 4.06 NUM eurjchem-75 37 24 ; ; PUNCT eurjchem-75 37 25     SPACE eurjchem-75 37 26 n n CCONJ eurjchem-75 37 27 , , PUNCT eurjchem-75 37 28     SPACE eurjchem-75 37 29 4.03 4.03 NUM eurjchem-75 37 30 . . PUNCT eurjchem-75 37 31     SPACE eurjchem-75 37 32 found find VERB eurjchem-75 37 33     SPACE eurjchem-75 37 34 c c NOUN eurjchem-75 37 35 , , PUNCT eurjchem-75 37 36     SPACE eurjchem-75 37 37 72.46 72.46 NUM eurjchem-75 37 38 ; ; PUNCT eurjchem-75 37 39     SPACE eurjchem-75 37 40 h h NOUN eurjchem-75 37 41 , , PUNCT eurjchem-75 37 42     SPACE eurjchem-75 37 43 4.02 4.02 NUM eurjchem-75 37 44 ; ; PUNCT eurjchem-75 37 45     SPACE eurjchem-75 37 46 n n CCONJ eurjchem-75 37 47 , , PUNCT eurjchem-75 37 48     SPACE eurjchem-75 37 49 4.00 4.00 NUM eurjchem-75 37 50 . . PUNCT eurjchem-75 37 51           SPACE eurjchem-75 37 52 2.5 2.5 NUM eurjchem-75 37 53 . . PUNCT eurjchem-75 37 54     SPACE eurjchem-75 38 1 2­(5­acetyl­2,4­dihydroxyphenyl)­9­allyl­5­oxo­5h­ 2­(5­acetyl­2,4­dihydroxyphenyl)­9­allyl­5­oxo­5h­ NUM eurjchem-75 38 2 chromeno[2,3­b]pyridine chromeno[2,3­b]pyridine NOUN eurjchem-75 38 3     SPACE eurjchem-75 38 4 ( ( PUNCT eurjchem-75 38 5 5 5 NUM eurjchem-75 38 6 ) ) PUNCT eurjchem-75 38 7         SPACE eurjchem-75 38 8 a a DET eurjchem-75 38 9     SPACE eurjchem-75 38 10 mixture mixture NOUN eurjchem-75 38 11     SPACE eurjchem-75 38 12 of of ADP eurjchem-75 38 13     SPACE eurjchem-75 38 14 1 1 NUM eurjchem-75 38 15     SPACE eurjchem-75 38 16 ( ( PUNCT eurjchem-75 38 17 0.458 0.458 NUM eurjchem-75 38 18     SPACE eurjchem-75 38 19 g g NOUN eurjchem-75 38 20 , , PUNCT eurjchem-75 38 21     SPACE eurjchem-75 38 22 2 2 NUM eurjchem-75 38 23     SPACE eurjchem-75 38 24 mmol mmol NOUN eurjchem-75 38 25 ) ) PUNCT eurjchem-75 38 26     SPACE eurjchem-75 38 27 and and CCONJ eurjchem-75 38 28     SPACE eurjchem-75 38 29 4,6‐diacetylresorcinol 4,6‐diacetylresorcinol NOUN eurjchem-75 38 30     SPACE eurjchem-75 38 31 ( ( PUNCT eurjchem-75 38 32 0.388 0.388 NUM eurjchem-75 38 33     SPACE eurjchem-75 38 34 g g NOUN eurjchem-75 38 35 , , PUNCT eurjchem-75 38 36     SPACE eurjchem-75 38 37 2 2 NUM eurjchem-75 38 38     SPACE eurjchem-75 38 39 mmol mmol NOUN eurjchem-75 38 40 ) ) PUNCT eurjchem-75 38 41 , , PUNCT eurjchem-75 38 42     SPACE eurjchem-75 38 43 in in ADP eurjchem-75 38 44     SPACE eurjchem-75 38 45 absolute absolute ADJ eurjchem-75 38 46     SPACE eurjchem-75 38 47 ethanol ethanol NOUN eurjchem-75 38 48     SPACE eurjchem-75 38 49 ( ( PUNCT eurjchem-75 38 50 20 20 NUM eurjchem-75 38 51     SPACE eurjchem-75 38 52 ml ml NOUN eurjchem-75 38 53 ) ) PUNCT eurjchem-75 38 54     SPACE eurjchem-75 38 55 and and CCONJ eurjchem-75 38 56     SPACE eurjchem-75 38 57 dbu dbu PROPN eurjchem-75 38 58     SPACE eurjchem-75 38 59 ( ( PUNCT eurjchem-75 38 60 0.1 0.1 NUM eurjchem-75 38 61     SPACE eurjchem-75 38 62 ml ml NOUN eurjchem-75 38 63 ) ) PUNCT eurjchem-75 39 1 , , PUNCT eurjchem-75 39 2     SPACE eurjchem-75 39 3 was be AUX eurjchem-75 39 4     SPACE eurjchem-75 39 5 refluxed refluxe VERB eurjchem-75 39 6     SPACE eurjchem-75 39 7 for for ADP eurjchem-75 39 8     SPACE eurjchem-75 39 9 1 1 NUM eurjchem-75 39 10     SPACE eurjchem-75 39 11 h h NOUN eurjchem-75 39 12     SPACE eurjchem-75 39 13 ( ( PUNCT eurjchem-75 39 14 scheme scheme NOUN eurjchem-75 39 15     SPACE eurjchem-75 39 16 2 2 NUM eurjchem-75 39 17 ) ) PUNCT eurjchem-75 39 18 . . PUNCT eurjchem-75 39 19     SPACE eurjchem-75 40 1 the the DET eurjchem-75 40 2     SPACE eurjchem-75 40 3 solid solid NOUN eurjchem-75 40 4     SPACE eurjchem-75 40 5 obtained obtain VERB eurjchem-75 40 6     SPACE eurjchem-75 40 7 after after SCONJ eurjchem-75 40 8     SPACE eurjchem-75 40 9 cooling cooling NOUN eurjchem-75 40 10     SPACE eurjchem-75 40 11 was be AUX eurjchem-75 40 12     SPACE eurjchem-75 40 13 filtered filter VERB eurjchem-75 40 14     SPACE eurjchem-75 40 15 and and CCONJ eurjchem-75 40 16     SPACE eurjchem-75 40 17 recrystallized recrystallize VERB eurjchem-75 40 18     SPACE eurjchem-75 40 19 from from ADP eurjchem-75 40 20     SPACE eurjchem-75 40 21 dmf dmf PROPN eurjchem-75 40 22 / / SYM eurjchem-75 40 23 h2o h2o PROPN eurjchem-75 40 24     SPACE eurjchem-75 40 25 to to PART eurjchem-75 40 26     SPACE eurjchem-75 40 27 give give VERB eurjchem-75 40 28     SPACE eurjchem-75 40 29 5 5 NUM eurjchem-75 40 30 , , PUNCT eurjchem-75 40 31     SPACE eurjchem-75 40 32 mp mp NOUN eurjchem-75 40 33     SPACE eurjchem-75 40 34 287 287 NUM eurjchem-75 40 35     SPACE eurjchem-75 40 36 oc oc NOUN eurjchem-75 40 37 , , PUNCT eurjchem-75 40 38     SPACE eurjchem-75 40 39 yield yield NOUN eurjchem-75 40 40     SPACE eurjchem-75 40 41 0.37 0.37 NUM eurjchem-75 40 42     SPACE eurjchem-75 40 43 g g NOUN eurjchem-75 40 44     SPACE eurjchem-75 40 45 ( ( PUNCT eurjchem-75 40 46 48 48 NUM eurjchem-75 40 47 % % NOUN eurjchem-75 40 48 ) ) PUNCT eurjchem-75 40 49 . . PUNCT eurjchem-75 40 50     SPACE eurjchem-75 41 1 ir ir VERB eurjchem-75 41 2     SPACE eurjchem-75 41 3 ( ( PUNCT eurjchem-75 41 4 kbr kbr PROPN eurjchem-75 41 5 , , PUNCT eurjchem-75 41 6     SPACE eurjchem-75 41 7 cm‐1 cm‐1 NOUN eurjchem-75 41 8 ): ): PUNCT eurjchem-75 41 9     SPACE eurjchem-75 41 10 3415 3415 NUM eurjchem-75 41 11     SPACE eurjchem-75 41 12 ( ( PUNCT eurjchem-75 41 13 2oh 2oh NOUN eurjchem-75 41 14 ) ) PUNCT eurjchem-75 41 15 , , PUNCT eurjchem-75 41 16     SPACE eurjchem-75 41 17 3071 3071 NUM eurjchem-75 41 18     SPACE eurjchem-75 41 19 ( ( PUNCT eurjchem-75 41 20 charom charom NOUN eurjchem-75 41 21 . . PUNCT eurjchem-75 41 22 ) ) PUNCT eurjchem-75 41 23 , , PUNCT eurjchem-75 41 24     SPACE eurjchem-75 41 25 2941 2941 NUM eurjchem-75 41 26 , , PUNCT eurjchem-75 41 27     SPACE eurjchem-75 41 28 2874 2874 NUM eurjchem-75 41 29     SPACE eurjchem-75 41 30 ( ( PUNCT eurjchem-75 41 31 ch3 ch3 PROPN eurjchem-75 41 32 ) ) PUNCT eurjchem-75 41 33 , , PUNCT eurjchem-75 41 34     SPACE eurjchem-75 41 35 1682 1682 NUM eurjchem-75 41 36     SPACE eurjchem-75 41 37 ( ( PUNCT eurjchem-75 41 38 c c NOUN eurjchem-75 41 39 = = NOUN eurjchem-75 41 40 oacetyl oacetyl NOUN eurjchem-75 41 41 ) ) PUNCT eurjchem-75 41 42 , , PUNCT eurjchem-75 41 43     SPACE eurjchem-75 41 44 1660 1660 NUM eurjchem-75 41 45     SPACE eurjchem-75 41 46 ( ( PUNCT eurjchem-75 41 47 c c NOUN eurjchem-75 41 48 = = NOUN eurjchem-75 41 49 oγ‐ oγ‐ ADJ eurjchem-75 41 50 pyrone pyrone NOUN eurjchem-75 41 51 ) ) PUNCT eurjchem-75 41 52 , , PUNCT eurjchem-75 41 53     SPACE eurjchem-75 41 54 1603 1603 NUM eurjchem-75 41 55     SPACE eurjchem-75 41 56 ( ( PUNCT eurjchem-75 41 57 c c NOUN eurjchem-75 41 58 = = SYM eurjchem-75 41 59 n n NUM eurjchem-75 41 60 ) ) PUNCT eurjchem-75 41 61 . . PUNCT eurjchem-75 41 62     SPACE eurjchem-75 41 63 1h 1h NUM eurjchem-75 41 64     SPACE eurjchem-75 41 65 nmr nmr NOUN eurjchem-75 41 66     SPACE eurjchem-75 41 67 ( ( PUNCT eurjchem-75 41 68 dmso dmso NOUN eurjchem-75 41 69 , , PUNCT eurjchem-75 41 70     SPACE eurjchem-75 41 71 δ δ PROPN eurjchem-75 41 72 ): ): PUNCT eurjchem-75 41 73     SPACE eurjchem-75 41 74 2.72 2.72 NUM eurjchem-75 41 75     SPACE eurjchem-75 41 76 ( ( PUNCT eurjchem-75 41 77 s s PROPN eurjchem-75 41 78 , , PUNCT eurjchem-75 41 79     SPACE eurjchem-75 41 80 3h 3h NUM eurjchem-75 41 81 , , PUNCT eurjchem-75 41 82     SPACE eurjchem-75 41 83 ch3 ch3 PROPN eurjchem-75 41 84 ) ) PUNCT eurjchem-75 41 85 , , PUNCT eurjchem-75 41 86     SPACE eurjchem-75 41 87 3.58 3.58 NUM eurjchem-75 41 88     SPACE eurjchem-75 41 89 ( ( PUNCT eurjchem-75 41 90 d d NOUN eurjchem-75 41 91 , , PUNCT eurjchem-75 41 92     SPACE eurjchem-75 41 93 2h 2h NUM eurjchem-75 41 94 , , PUNCT eurjchem-75 41 95     SPACE eurjchem-75 41 96 j j NOUN eurjchem-75 41 97     SPACE eurjchem-75 41 98 = = NOUN eurjchem-75 41 99     SPACE eurjchem-75 41 100 6.4 6.4 NUM eurjchem-75 41 101     SPACE eurjchem-75 41 102 hz hz VERB eurjchem-75 41 103 , , PUNCT eurjchem-75 41 104     SPACE eurjchem-75 41 105 h‐1 h‐1 PROPN eurjchem-75 41 106 ' ' PUNCT eurjchem-75 41 107 ) ) PUNCT eurjchem-75 41 108 , , PUNCT eurjchem-75 41 109     SPACE eurjchem-75 41 110 5.04‐5.08 5.04‐5.08 NUM eurjchem-75 41 111     SPACE eurjchem-75 41 112 ( ( PUNCT eurjchem-75 41 113 m m PROPN eurjchem-75 41 114 , , PUNCT eurjchem-75 41 115     SPACE eurjchem-75 41 116 2h 2h NUM eurjchem-75 41 117 , , PUNCT eurjchem-75 41 118     SPACE eurjchem-75 41 119 h‐3 h‐3 NOUN eurjchem-75 41 120 ' ' PUNCT eurjchem-75 41 121 ) ) PUNCT eurjchem-75 41 122 , , PUNCT eurjchem-75 41 123     SPACE eurjchem-75 41 124 6.14‐6.21 6.14‐6.21 NOUN eurjchem-75 41 125     SPACE eurjchem-75 41 126 ( ( PUNCT eurjchem-75 41 127 m m PROPN eurjchem-75 41 128 , , PUNCT eurjchem-75 41 129     SPACE eurjchem-75 41 130 1h 1h NUM eurjchem-75 41 131 , , PUNCT eurjchem-75 41 132     SPACE eurjchem-75 41 133 h‐2 h‐2 NOUN eurjchem-75 41 134 ' ' PUNCT eurjchem-75 41 135 ) ) PUNCT eurjchem-75 41 136 , , PUNCT eurjchem-75 41 137     SPACE eurjchem-75 41 138 6.41 6.41 NUM eurjchem-75 41 139     SPACE eurjchem-75 41 140 ( ( PUNCT eurjchem-75 41 141 s s PROPN eurjchem-75 41 142 , , PUNCT eurjchem-75 41 143     SPACE eurjchem-75 41 144 1h 1h NUM eurjchem-75 41 145 , , PUNCT eurjchem-75 41 146     SPACE eurjchem-75 41 147 h‐2resorcinol h‐2resorcinol NOUN eurjchem-75 41 148 ) ) PUNCT eurjchem-75 41 149 , , PUNCT eurjchem-75 41 150     SPACE eurjchem-75 41 151 7.28 7.28 NUM eurjchem-75 41 152     SPACE eurjchem-75 41 153 ( ( PUNCT eurjchem-75 41 154 s s PROPN eurjchem-75 41 155 , , PUNCT eurjchem-75 41 156     SPACE eurjchem-75 41 157 1h 1h NUM eurjchem-75 41 158 , , PUNCT eurjchem-75 41 159     SPACE eurjchem-75 41 160 h‐5resorcinol h‐5resorcinol NOUN eurjchem-75 41 161 ) ) PUNCT eurjchem-75 41 162 , , PUNCT eurjchem-75 41 163     SPACE eurjchem-75 41 164 7.46 7.46 NUM eurjchem-75 41 165     SPACE eurjchem-75 41 166 ( ( PUNCT eurjchem-75 41 167 t t PROPN eurjchem-75 41 168 , , PUNCT eurjchem-75 41 169     SPACE eurjchem-75 41 170 1h 1h NUM eurjchem-75 41 171 , , PUNCT eurjchem-75 41 172     SPACE eurjchem-75 41 173 j j PROPN eurjchem-75 41 174     SPACE eurjchem-75 41 175 = = NOUN eurjchem-75 41 176     SPACE eurjchem-75 41 177 6.8 6.8 NUM eurjchem-75 41 178     SPACE eurjchem-75 41 179 hz hz VERB eurjchem-75 41 180 , , PUNCT eurjchem-75 41 181     SPACE eurjchem-75 41 182 h‐7 h‐7 NOUN eurjchem-75 41 183 ) ) PUNCT eurjchem-75 41 184 , , PUNCT eurjchem-75 41 185     SPACE eurjchem-75 41 186 7.61 7.61 NUM eurjchem-75 41 187     SPACE eurjchem-75 41 188 ( ( PUNCT eurjchem-75 41 189 d d PROPN eurjchem-75 41 190 , , PUNCT eurjchem-75 41 191     SPACE eurjchem-75 41 192 1h 1h NUM eurjchem-75 41 193 , , PUNCT eurjchem-75 41 194     SPACE eurjchem-75 41 195 j j PROPN eurjchem-75 41 196     SPACE eurjchem-75 41 197 = = NOUN eurjchem-75 41 198     SPACE eurjchem-75 41 199 6.6 6.6 NUM eurjchem-75 41 200 , , PUNCT eurjchem-75 41 201     SPACE eurjchem-75 41 202 h‐8 h‐8 NOUN eurjchem-75 41 203 ) ) PUNCT eurjchem-75 41 204 , , PUNCT eurjchem-75 41 205     SPACE eurjchem-75 41 206 8.32 8.32 NUM eurjchem-75 41 207     SPACE eurjchem-75 41 208 ( ( PUNCT eurjchem-75 41 209 d d PROPN eurjchem-75 41 210 , , PUNCT eurjchem-75 41 211     SPACE eurjchem-75 41 212 1h 1h NUM eurjchem-75 41 213 , , PUNCT eurjchem-75 41 214     SPACE eurjchem-75 41 215 j j NOUN eurjchem-75 41 216     SPACE eurjchem-75 41 217 = = NOUN eurjchem-75 41 218     SPACE eurjchem-75 41 219 7.4 7.4 NUM eurjchem-75 41 220 , , PUNCT eurjchem-75 41 221               SPACE eurjchem-75 41 222 h‐6 h‐6 NOUN eurjchem-75 41 223 ) ) PUNCT eurjchem-75 41 224 , , PUNCT eurjchem-75 41 225     SPACE eurjchem-75 41 226 8.50 8.50 NUM eurjchem-75 41 227     SPACE eurjchem-75 41 228 ( ( PUNCT eurjchem-75 41 229 d d PROPN eurjchem-75 41 230 , , PUNCT eurjchem-75 41 231     SPACE eurjchem-75 41 232 1h 1h NUM eurjchem-75 41 233 , , PUNCT eurjchem-75 41 234     SPACE eurjchem-75 41 235 j j PROPN eurjchem-75 41 236     SPACE eurjchem-75 41 237 = = NOUN eurjchem-75 41 238     SPACE eurjchem-75 41 239 7.2 7.2 NUM eurjchem-75 41 240 , , PUNCT eurjchem-75 41 241     SPACE eurjchem-75 41 242 h‐3 h‐3 NOUN eurjchem-75 41 243 ) ) PUNCT eurjchem-75 41 244 , , PUNCT eurjchem-75 41 245     SPACE eurjchem-75 41 246 8.87 8.87 NUM eurjchem-75 41 247     SPACE eurjchem-75 41 248 ( ( PUNCT eurjchem-75 41 249 d d PROPN eurjchem-75 41 250 , , PUNCT eurjchem-75 41 251     SPACE eurjchem-75 41 252 1h 1h NUM eurjchem-75 41 253 , , PUNCT eurjchem-75 41 254     SPACE eurjchem-75 41 255 j j PROPN eurjchem-75 41 256     SPACE eurjchem-75 41 257 = = NOUN eurjchem-75 41 258     SPACE eurjchem-75 41 259 7.2 7.2 NUM eurjchem-75 41 260 , , PUNCT eurjchem-75 41 261     SPACE eurjchem-75 41 262 h‐4 h‐4 NOUN eurjchem-75 41 263 ) ) PUNCT eurjchem-75 41 264 , , PUNCT eurjchem-75 41 265     SPACE eurjchem-75 41 266 12.15 12.15 NUM eurjchem-75 41 267     SPACE eurjchem-75 41 268 ( ( PUNCT eurjchem-75 41 269 bs bs NOUN eurjchem-75 41 270 , , PUNCT eurjchem-75 41 271     SPACE eurjchem-75 41 272 2h 2h NUM eurjchem-75 41 273 , , PUNCT eurjchem-75 41 274     SPACE eurjchem-75 41 275 2 2 NUM eurjchem-75 41 276     SPACE eurjchem-75 41 277 oh oh NOUN eurjchem-75 41 278     SPACE eurjchem-75 41 279 exchangeable exchangeable ADJ eurjchem-75 41 280     SPACE eurjchem-75 41 281 with with ADP eurjchem-75 41 282     SPACE eurjchem-75 41 283 d2o d2o NOUN eurjchem-75 41 284 ) ) PUNCT eurjchem-75 41 285 . . PUNCT eurjchem-75 41 286     SPACE eurjchem-75 42 1 anal anal ADJ eurjchem-75 42 2 . . PUNCT eurjchem-75 42 3     SPACE eurjchem-75 42 4 calcd calcd NOUN eurjchem-75 42 5     SPACE eurjchem-75 42 6 for for ADP eurjchem-75 42 7     SPACE eurjchem-75 42 8 c23h17no5 c23h17no5 PROPN eurjchem-75 42 9     SPACE eurjchem-75 42 10 ( ( PUNCT eurjchem-75 42 11 387.40 387.40 NUM eurjchem-75 42 12 ): ): PUNCT eurjchem-75 42 13     SPACE eurjchem-75 42 14 c c NOUN eurjchem-75 42 15 , , PUNCT eurjchem-75 42 16     SPACE eurjchem-75 42 17 71.31 71.31 NUM eurjchem-75 42 18 ; ; PUNCT eurjchem-75 42 19     SPACE eurjchem-75 42 20 h h NOUN eurjchem-75 42 21 , , PUNCT eurjchem-75 42 22     SPACE eurjchem-75 42 23 4.42 4.42 NUM eurjchem-75 42 24 ; ; PUNCT eurjchem-75 42 25     SPACE eurjchem-75 42 26 n n CCONJ eurjchem-75 42 27 , , PUNCT eurjchem-75 42 28     SPACE eurjchem-75 42 29 3.62 3.62 NUM eurjchem-75 42 30 . . PUNCT eurjchem-75 42 31     SPACE eurjchem-75 42 32 found find VERB eurjchem-75 42 33     SPACE eurjchem-75 42 34 c c NOUN eurjchem-75 42 35 , , PUNCT eurjchem-75 42 36     SPACE eurjchem-75 42 37 71.18 71.18 NUM eurjchem-75 42 38 ; ; PUNCT eurjchem-75 42 39     SPACE eurjchem-75 42 40 h h NOUN eurjchem-75 42 41 , , PUNCT eurjchem-75 42 42     SPACE eurjchem-75 42 43 4.26 4.26 NUM eurjchem-75 42 44 ; ; PUNCT eurjchem-75 42 45     SPACE eurjchem-75 42 46 n n CCONJ eurjchem-75 42 47 , , PUNCT eurjchem-75 42 48     SPACE eurjchem-75 42 49 3.55 3.55 NUM eurjchem-75 42 50 . . PUNCT eurjchem-75 42 51         SPACE eurjchem-75 42 52 2.6 2.6 NUM eurjchem-75 42 53 . . PUNCT eurjchem-75 42 54     SPACE eurjchem-75 43 1 4,6­bis(9­allyl­5­oxo­5h­chromeno[2,3­b]pyridin­2­ 4,6­bis(9­allyl­5­oxo­5h­chromeno[2,3­b]pyridin­2­ NUM eurjchem-75 43 2 yl)resorcinol yl)resorcinol NOUN eurjchem-75 43 3     SPACE eurjchem-75 43 4 ( ( PUNCT eurjchem-75 43 5 6 6 NUM eurjchem-75 43 6 ) ) PUNCT eurjchem-75 43 7         SPACE eurjchem-75 43 8 method method NOUN eurjchem-75 43 9     SPACE eurjchem-75 43 10 a a DET eurjchem-75 43 11 : : PUNCT eurjchem-75 43 12     SPACE eurjchem-75 43 13 a a DET eurjchem-75 43 14     SPACE eurjchem-75 43 15 mixture mixture NOUN eurjchem-75 43 16     SPACE eurjchem-75 43 17 of of ADP eurjchem-75 43 18     SPACE eurjchem-75 43 19 1 1 NUM eurjchem-75 43 20     SPACE eurjchem-75 43 21 ( ( PUNCT eurjchem-75 43 22 0.916 0.916 NUM eurjchem-75 43 23     SPACE eurjchem-75 43 24 g g NOUN eurjchem-75 43 25 , , PUNCT eurjchem-75 43 26     SPACE eurjchem-75 43 27 4 4 NUM eurjchem-75 43 28     SPACE eurjchem-75 43 29 mmol mmol NOUN eurjchem-75 43 30 ) ) PUNCT eurjchem-75 43 31     SPACE eurjchem-75 43 32 and and CCONJ eurjchem-75 43 33     SPACE eurjchem-75 43 34 4,6‐ 4,6‐ NUM eurjchem-75 43 35 diacetylresorcinol diacetylresorcinol NOUN eurjchem-75 43 36     SPACE eurjchem-75 43 37 ( ( PUNCT eurjchem-75 43 38 0.388 0.388 NUM eurjchem-75 43 39     SPACE eurjchem-75 43 40 g g NOUN eurjchem-75 43 41 , , PUNCT eurjchem-75 43 42     SPACE eurjchem-75 43 43 2 2 NUM eurjchem-75 43 44     SPACE eurjchem-75 43 45 mmol mmol NOUN eurjchem-75 43 46 ) ) PUNCT eurjchem-75 43 47 , , PUNCT eurjchem-75 43 48     SPACE eurjchem-75 43 49 in in ADP eurjchem-75 43 50     SPACE eurjchem-75 43 51 absolute absolute ADJ eurjchem-75 43 52     SPACE eurjchem-75 43 53 ethanol ethanol NOUN eurjchem-75 43 54     SPACE eurjchem-75 43 55 ( ( PUNCT eurjchem-75 43 56 30 30 NUM eurjchem-75 43 57     SPACE eurjchem-75 43 58 ml ml NOUN eurjchem-75 43 59 ) ) PUNCT eurjchem-75 43 60     SPACE eurjchem-75 43 61 and and CCONJ eurjchem-75 43 62     SPACE eurjchem-75 43 63 dbu dbu PROPN eurjchem-75 43 64     SPACE eurjchem-75 43 65 ( ( PUNCT eurjchem-75 43 66 0.2 0.2 NUM eurjchem-75 43 67     SPACE eurjchem-75 43 68 ml ml NOUN eurjchem-75 43 69 ) ) PUNCT eurjchem-75 43 70     SPACE eurjchem-75 43 71 was be AUX eurjchem-75 43 72     SPACE eurjchem-75 43 73 refluxed refluxe VERB eurjchem-75 43 74     SPACE eurjchem-75 43 75 for for ADP eurjchem-75 43 76     SPACE eurjchem-75 43 77 1 1 NUM eurjchem-75 43 78     SPACE eurjchem-75 43 79 h. h. NOUN eurjchem-75 43 80     SPACE eurjchem-75 43 81 the the DET eurjchem-75 43 82     SPACE eurjchem-75 43 83 solid solid NOUN eurjchem-75 43 84     SPACE eurjchem-75 43 85 obtained obtain VERB eurjchem-75 43 86     SPACE eurjchem-75 43 87 during during ADP eurjchem-75 43 88     SPACE eurjchem-75 43 89 heating heating NOUN eurjchem-75 43 90     SPACE eurjchem-75 43 91 was be AUX eurjchem-75 43 92     SPACE eurjchem-75 43 93 filtered filter VERB eurjchem-75 43 94     SPACE eurjchem-75 43 95 and and CCONJ eurjchem-75 43 96     SPACE eurjchem-75 43 97 crystallized crystallize VERB eurjchem-75 43 98     SPACE eurjchem-75 43 99 from from ADP eurjchem-75 43 100     SPACE eurjchem-75 43 101 dmf dmf PROPN eurjchem-75 43 102     SPACE eurjchem-75 43 103 to to PART eurjchem-75 43 104     SPACE eurjchem-75 43 105 give give VERB eurjchem-75 43 106     SPACE eurjchem-75 43 107 6 6 NUM eurjchem-75 43 108     SPACE eurjchem-75 43 109 as as ADP eurjchem-75 43 110     SPACE eurjchem-75 43 111 yellow yellow ADJ eurjchem-75 43 112     SPACE eurjchem-75 43 113 crystals crystal NOUN eurjchem-75 43 114 , , PUNCT eurjchem-75 43 115     SPACE eurjchem-75 43 116 mp mp NOUN eurjchem-75 43 117     SPACE eurjchem-75 43 118 > > X eurjchem-75 43 119     SPACE eurjchem-75 43 120 310 310 NUM eurjchem-75 43 121     SPACE eurjchem-75 43 122 ºc ºc PROPN eurjchem-75 43 123 , , PUNCT eurjchem-75 43 124     SPACE eurjchem-75 43 125 yield yield NOUN eurjchem-75 43 126     SPACE eurjchem-75 43 127 0.48 0.48 NUM eurjchem-75 43 128     SPACE eurjchem-75 43 129 g g NOUN eurjchem-75 43 130     SPACE eurjchem-75 43 131 ( ( PUNCT eurjchem-75 43 132 41 41 NUM eurjchem-75 43 133 % % NOUN eurjchem-75 43 134 ) ) PUNCT eurjchem-75 43 135 . . PUNCT eurjchem-75 43 136               SPACE eurjchem-75 44 1 method method NOUN eurjchem-75 44 2     SPACE eurjchem-75 44 3 b b NOUN eurjchem-75 44 4 : : PUNCT eurjchem-75 44 5     SPACE eurjchem-75 44 6 a a DET eurjchem-75 44 7     SPACE eurjchem-75 44 8 mixture mixture NOUN eurjchem-75 44 9     SPACE eurjchem-75 44 10 of of ADP eurjchem-75 44 11     SPACE eurjchem-75 44 12 compound compound NOUN eurjchem-75 44 13     SPACE eurjchem-75 44 14 5 5 NUM eurjchem-75 44 15     SPACE eurjchem-75 44 16 ( ( PUNCT eurjchem-75 44 17 0.387 0.387 NUM eurjchem-75 44 18     SPACE eurjchem-75 44 19 g g NOUN eurjchem-75 44 20 , , PUNCT eurjchem-75 44 21     SPACE eurjchem-75 44 22 1 1 NUM eurjchem-75 44 23     SPACE eurjchem-75 44 24 mmol mmol NOUN eurjchem-75 44 25 ) ) PUNCT eurjchem-75 44 26     SPACE eurjchem-75 44 27 and and CCONJ eurjchem-75 44 28     SPACE eurjchem-75 44 29 carboxaldehyde carboxaldehyde NOUN eurjchem-75 44 30     SPACE eurjchem-75 44 31 1 1 NUM eurjchem-75 44 32     SPACE eurjchem-75 44 33 ( ( PUNCT eurjchem-75 44 34 0.229 0.229 NUM eurjchem-75 44 35     SPACE eurjchem-75 44 36 g g NOUN eurjchem-75 44 37 , , PUNCT eurjchem-75 44 38     SPACE eurjchem-75 44 39 1 1 NUM eurjchem-75 44 40     SPACE eurjchem-75 44 41 mmol mmol NOUN eurjchem-75 44 42 ) ) PUNCT eurjchem-75 44 43 , , PUNCT eurjchem-75 44 44     SPACE eurjchem-75 44 45 in in ADP eurjchem-75 44 46     SPACE eurjchem-75 44 47 absolute absolute ADJ eurjchem-75 44 48     SPACE eurjchem-75 44 49 ethanol ethanol NOUN eurjchem-75 44 50     SPACE eurjchem-75 44 51 ( ( PUNCT eurjchem-75 44 52 20 20 NUM eurjchem-75 44 53     SPACE eurjchem-75 44 54 ml ml NOUN eurjchem-75 44 55 ) ) PUNCT eurjchem-75 44 56     SPACE eurjchem-75 44 57 and and CCONJ eurjchem-75 44 58     SPACE eurjchem-75 44 59 dbu dbu NOUN eurjchem-75 44 60     SPACE eurjchem-75 44 61 ( ( PUNCT eurjchem-75 44 62 0.1 0.1 NUM eurjchem-75 44 63     SPACE eurjchem-75 44 64 ml ml NOUN eurjchem-75 44 65 ) ) PUNCT eurjchem-75 44 66 , , PUNCT eurjchem-75 44 67     SPACE eurjchem-75 44 68 was be AUX eurjchem-75 44 69     SPACE eurjchem-75 44 70 refluxed refluxe VERB eurjchem-75 44 71     SPACE eurjchem-75 44 72 for for ADP eurjchem-75 44 73     SPACE eurjchem-75 44 74 1 1 NUM eurjchem-75 44 75     SPACE eurjchem-75 44 76 h. h. NOUN eurjchem-75 44 77     SPACE eurjchem-75 44 78 the the DET eurjchem-75 44 79     SPACE eurjchem-75 44 80 solid solid NOUN eurjchem-75 44 81     SPACE eurjchem-75 44 82 obtained obtain VERB eurjchem-75 44 83     SPACE eurjchem-75 44 84 during during ADP eurjchem-75 44 85     SPACE eurjchem-75 44 86 heating heating NOUN eurjchem-75 44 87     SPACE eurjchem-75 44 88 was be AUX eurjchem-75 44 89     SPACE eurjchem-75 44 90 filtered filter VERB eurjchem-75 44 91     SPACE eurjchem-75 44 92 and and CCONJ eurjchem-75 44 93     SPACE eurjchem-75 44 94 crystallized crystallize VERB eurjchem-75 44 95     SPACE eurjchem-75 44 96 from from ADP eurjchem-75 44 97     SPACE eurjchem-75 44 98 dmf dmf PROPN eurjchem-75 44 99     SPACE eurjchem-75 44 100 to to PART eurjchem-75 44 101     SPACE eurjchem-75 44 102 give give VERB eurjchem-75 44 103     SPACE eurjchem-75 44 104 6 6 NUM eurjchem-75 44 105 , , PUNCT eurjchem-75 44 106     SPACE eurjchem-75 44 107 mp mp NOUN eurjchem-75 44 108     SPACE eurjchem-75 44 109 > > X eurjchem-75 44 110     SPACE eurjchem-75 44 111 310 310 NUM eurjchem-75 44 112     SPACE eurjchem-75 44 113 oc oc NOUN eurjchem-75 44 114 , , PUNCT eurjchem-75 44 115     SPACE eurjchem-75 44 116 yield yield NOUN eurjchem-75 44 117     SPACE eurjchem-75 44 118 0.25 0.25 NUM eurjchem-75 44 119     SPACE eurjchem-75 44 120 g g NOUN eurjchem-75 44 121     SPACE eurjchem-75 44 122 ( ( PUNCT eurjchem-75 44 123 43 43 NUM eurjchem-75 44 124 % % NOUN eurjchem-75 44 125 ) ) PUNCT eurjchem-75 44 126 . . PUNCT eurjchem-75 44 127     SPACE eurjchem-75 45 1 ir ir VERB eurjchem-75 45 2     SPACE eurjchem-75 45 3 ( ( PUNCT eurjchem-75 45 4 kbr kbr PROPN eurjchem-75 45 5 , , PUNCT eurjchem-75 45 6     SPACE eurjchem-75 45 7 cm‐1 cm‐1 NOUN eurjchem-75 45 8 ): ): PUNCT eurjchem-75 45 9     SPACE eurjchem-75 45 10 3420 3420 NUM eurjchem-75 45 11     SPACE eurjchem-75 45 12 ( ( PUNCT eurjchem-75 45 13 2 2 NUM eurjchem-75 45 14     SPACE eurjchem-75 45 15 oh oh NOUN eurjchem-75 45 16 ) ) PUNCT eurjchem-75 45 17 , , PUNCT eurjchem-75 45 18     SPACE eurjchem-75 45 19 3038 3038 NUM eurjchem-75 45 20     SPACE eurjchem-75 45 21 ( ( PUNCT eurjchem-75 45 22 charom charom NOUN eurjchem-75 45 23 . . PUNCT eurjchem-75 45 24 ) ) PUNCT eurjchem-75 45 25 , , PUNCT eurjchem-75 45 26     SPACE eurjchem-75 45 27 1666 1666 NUM eurjchem-75 45 28     SPACE eurjchem-75 45 29 ( ( PUNCT eurjchem-75 45 30 c c NOUN eurjchem-75 45 31 = = NOUN eurjchem-75 45 32 oγ‐pyrone oγ‐pyrone NOUN eurjchem-75 45 33 ) ) PUNCT eurjchem-75 45 34 , , PUNCT eurjchem-75 45 35     SPACE eurjchem-75 45 36 1609 1609 NUM eurjchem-75 45 37     SPACE eurjchem-75 45 38 ( ( PUNCT eurjchem-75 45 39 c c NOUN eurjchem-75 45 40 = = SYM eurjchem-75 45 41 n n NUM eurjchem-75 45 42 ) ) PUNCT eurjchem-75 45 43 . . PUNCT eurjchem-75 45 44     SPACE eurjchem-75 45 45 1h 1h NUM eurjchem-75 45 46     SPACE eurjchem-75 45 47 nmr nmr NOUN eurjchem-75 45 48     SPACE eurjchem-75 45 49 ( ( PUNCT eurjchem-75 45 50 dmso dmso NOUN eurjchem-75 45 51 , , PUNCT eurjchem-75 45 52     SPACE eurjchem-75 45 53 δ δ PROPN eurjchem-75 45 54 ): ): PROPN eurjchem-75 45 55     SPACE eurjchem-75 45 56 3.58‐3.67 3.58‐3.67 NUM eurjchem-75 45 57     SPACE eurjchem-75 45 58 ( ( PUNCT eurjchem-75 45 59 m m PROPN eurjchem-75 45 60 , , PUNCT eurjchem-75 45 61     SPACE eurjchem-75 45 62 4h 4h NOUN eurjchem-75 45 63 , , PUNCT eurjchem-75 45 64     SPACE eurjchem-75 45 65 h‐1 h‐1 PROPN eurjchem-75 45 66 ' ' PUNCT eurjchem-75 45 67 ) ) PUNCT eurjchem-75 45 68 , , PUNCT eurjchem-75 45 69     SPACE eurjchem-75 45 70 5.11‐5.28 5.11‐5.28 NOUN eurjchem-75 45 71     SPACE eurjchem-75 45 72 ( ( PUNCT eurjchem-75 45 73 4h 4h NOUN eurjchem-75 45 74 , , PUNCT eurjchem-75 45 75     SPACE eurjchem-75 45 76 m m PROPN eurjchem-75 45 77 , , PUNCT eurjchem-75 45 78     SPACE eurjchem-75 45 79 h‐3 h‐3 NOUN eurjchem-75 45 80 ' ' PUNCT eurjchem-75 45 81 ) ) PUNCT eurjchem-75 45 82 , , PUNCT eurjchem-75 45 83     SPACE eurjchem-75 45 84 6.04‐6.23 6.04‐6.23 PROPN eurjchem-75 45 85     SPACE eurjchem-75 45 86 ( ( PUNCT eurjchem-75 45 87 2h 2h NUM eurjchem-75 45 88 , , PUNCT eurjchem-75 45 89     SPACE eurjchem-75 45 90 m m PROPN eurjchem-75 45 91 , , PUNCT eurjchem-75 45 92     SPACE eurjchem-75 45 93 h‐2 h‐2 NOUN eurjchem-75 45 94 ' ' PUNCT eurjchem-75 45 95 ) ) PUNCT eurjchem-75 45 96 , , PUNCT eurjchem-75 45 97     SPACE eurjchem-75 45 98 6.26 6.26 NUM eurjchem-75 45 99     SPACE eurjchem-75 45 100 ( ( PUNCT eurjchem-75 45 101 s s PROPN eurjchem-75 45 102 , , PUNCT eurjchem-75 45 103     SPACE eurjchem-75 45 104 1h 1h NUM eurjchem-75 45 105 , , PUNCT eurjchem-75 45 106     SPACE eurjchem-75 45 107 h‐2resorcinol h‐2resorcinol NOUN eurjchem-75 45 108 ) ) PUNCT eurjchem-75 45 109 , , PUNCT eurjchem-75 45 110     SPACE eurjchem-75 45 111 7.38 7.38 NUM eurjchem-75 45 112     SPACE eurjchem-75 45 113 ( ( PUNCT eurjchem-75 45 114 s s PROPN eurjchem-75 45 115 , , PUNCT eurjchem-75 45 116     SPACE eurjchem-75 45 117 1h 1h NUM eurjchem-75 45 118 , , PUNCT eurjchem-75 45 119     SPACE eurjchem-75 45 120 h‐5resorcinol h‐5resorcinol NOUN eurjchem-75 45 121 ) ) PUNCT eurjchem-75 45 122 , , PUNCT eurjchem-75 45 123     SPACE eurjchem-75 45 124 7.62‐7.85 7.62‐7.85 NOUN eurjchem-75 45 125     SPACE eurjchem-75 45 126 ( ( PUNCT eurjchem-75 45 127 m m PROPN eurjchem-75 45 128 , , PUNCT eurjchem-75 45 129     SPACE eurjchem-75 45 130 4h 4h NOUN eurjchem-75 45 131 , , PUNCT eurjchem-75 45 132     SPACE eurjchem-75 45 133 ar‐h ar‐h NOUN eurjchem-75 45 134 ) ) PUNCT eurjchem-75 45 135 , , PUNCT eurjchem-75 45 136     SPACE eurjchem-75 45 137 8.31‐8.74 8.31‐8.74 NUM eurjchem-75 45 138     SPACE eurjchem-75 45 139 ( ( PUNCT eurjchem-75 45 140 6h 6h NUM eurjchem-75 45 141 , , PUNCT eurjchem-75 45 142     SPACE eurjchem-75 45 143 m m PROPN eurjchem-75 45 144 , , PUNCT eurjchem-75 45 145     SPACE eurjchem-75 45 146 ar‐h ar‐h NOUN eurjchem-75 45 147 ) ) PUNCT eurjchem-75 45 148 , , PUNCT eurjchem-75 45 149     SPACE eurjchem-75 45 150 10.25 10.25 NUM eurjchem-75 45 151     SPACE eurjchem-75 45 152 ( ( PUNCT eurjchem-75 45 153 bs bs PROPN eurjchem-75 45 154 , , PUNCT eurjchem-75 45 155     SPACE eurjchem-75 45 156 2h 2h NUM eurjchem-75 45 157 , , PUNCT eurjchem-75 45 158     SPACE eurjchem-75 45 159 2 2 NUM eurjchem-75 45 160     SPACE eurjchem-75 45 161 oh oh NOUN eurjchem-75 45 162     SPACE eurjchem-75 45 163 exchangeable exchangeable ADJ eurjchem-75 45 164     SPACE eurjchem-75 45 165 with with ADP eurjchem-75 45 166     SPACE eurjchem-75 45 167 d2o d2o NOUN eurjchem-75 45 168 ) ) PUNCT eurjchem-75 45 169 . . PUNCT eurjchem-75 45 170     SPACE eurjchem-75 46 1 m m PROPN eurjchem-75 46 2 / / SYM eurjchem-75 46 3 z z NOUN eurjchem-75 46 4     SPACE eurjchem-75 46 5 ( ( PUNCT eurjchem-75 46 6 i i PRON eurjchem-75 46 7     SPACE eurjchem-75 46 8 % % INTJ eurjchem-75 46 9 ): ): PUNCT eurjchem-75 46 10     SPACE eurjchem-75 46 11 580 580 NUM eurjchem-75 46 12     SPACE eurjchem-75 46 13 ( ( PUNCT eurjchem-75 46 14 43 43 NUM eurjchem-75 46 15 ) ) PUNCT eurjchem-75 46 16 , , PUNCT eurjchem-75 46 17     SPACE eurjchem-75 46 18 237 237 NUM eurjchem-75 46 19     SPACE eurjchem-75 46 20 ( ( PUNCT eurjchem-75 46 21 20 20 NUM eurjchem-75 46 22 ) ) PUNCT eurjchem-75 46 23 , , PUNCT eurjchem-75 46 24     SPACE eurjchem-75 46 25 208 208 NUM eurjchem-75 46 26     SPACE eurjchem-75 46 27 ( ( PUNCT eurjchem-75 46 28 35 35 NUM eurjchem-75 46 29 ) ) PUNCT eurjchem-75 46 30 , , PUNCT eurjchem-75 46 31     SPACE eurjchem-75 46 32 133 133 NUM eurjchem-75 46 33     SPACE eurjchem-75 46 34 ( ( PUNCT eurjchem-75 46 35 17 17 NUM eurjchem-75 46 36 ) ) PUNCT eurjchem-75 46 37 , , PUNCT eurjchem-75 46 38     SPACE eurjchem-75 46 39 116 116 NUM eurjchem-75 46 40     SPACE eurjchem-75 46 41 ( ( PUNCT eurjchem-75 46 42 15 15 NUM eurjchem-75 46 43 ) ) PUNCT eurjchem-75 46 44 , , PUNCT eurjchem-75 46 45     SPACE eurjchem-75 46 46 109 109 NUM eurjchem-75 46 47     SPACE eurjchem-75 46 48 ( ( PUNCT eurjchem-75 46 49 62 62 NUM eurjchem-75 46 50 ) ) PUNCT eurjchem-75 46 51 , , PUNCT eurjchem-75 46 52     SPACE eurjchem-75 46 53 93 93 NUM eurjchem-75 46 54     SPACE eurjchem-75 46 55 ( ( PUNCT eurjchem-75 46 56 23 23 NUM eurjchem-75 46 57 ) ) PUNCT eurjchem-75 46 58 , , PUNCT eurjchem-75 46 59     SPACE eurjchem-75 46 60 77 77 NUM eurjchem-75 46 61     SPACE eurjchem-75 46 62 ( ( PUNCT eurjchem-75 46 63 100 100 NUM eurjchem-75 46 64 ) ) PUNCT eurjchem-75 46 65 , , PUNCT eurjchem-75 46 66     SPACE eurjchem-75 46 67 64 64 NUM eurjchem-75 46 68     SPACE eurjchem-75 46 69 ( ( PUNCT eurjchem-75 46 70 32 32 NUM eurjchem-75 46 71 ) ) PUNCT eurjchem-75 46 72 . . PUNCT eurjchem-75 46 73     SPACE eurjchem-75 47 1 anal anal ADJ eurjchem-75 47 2 . . PUNCT eurjchem-75 47 3     SPACE eurjchem-75 47 4 calcd calcd NOUN eurjchem-75 47 5     SPACE eurjchem-75 47 6 for for ADP eurjchem-75 47 7     SPACE eurjchem-75 47 8 c36h24n2o6 c36h24n2o6 PROPN eurjchem-75 47 9     SPACE eurjchem-75 47 10 ( ( PUNCT eurjchem-75 47 11 580.60 580.60 NUM eurjchem-75 47 12 ): ): PUNCT eurjchem-75 47 13     SPACE eurjchem-75 47 14 c c NOUN eurjchem-75 47 15 , , PUNCT eurjchem-75 47 16     SPACE eurjchem-75 47 17 74.47 74.47 NUM eurjchem-75 47 18 ; ; PUNCT eurjchem-75 47 19     SPACE eurjchem-75 47 20 h h NOUN eurjchem-75 47 21 , , PUNCT eurjchem-75 47 22     SPACE eurjchem-75 47 23 4.17 4.17 NUM eurjchem-75 47 24 ; ; PUNCT eurjchem-75 47 25     SPACE eurjchem-75 47 26 n n CCONJ eurjchem-75 47 27 , , PUNCT eurjchem-75 47 28     SPACE eurjchem-75 47 29 4.82 4.82 NUM eurjchem-75 47 30 . . PUNCT eurjchem-75 47 31     SPACE eurjchem-75 47 32 found find VERB eurjchem-75 47 33     SPACE eurjchem-75 47 34 c c NOUN eurjchem-75 47 35 , , PUNCT eurjchem-75 47 36     SPACE eurjchem-75 47 37 74.24 74.24 NUM eurjchem-75 47 38 ; ; PUNCT eurjchem-75 47 39     SPACE eurjchem-75 47 40 h h NOUN eurjchem-75 47 41 , , PUNCT eurjchem-75 47 42     SPACE eurjchem-75 47 43 4.05 4.05 NUM eurjchem-75 47 44 ; ; PUNCT eurjchem-75 47 45     SPACE eurjchem-75 47 46 n n CCONJ eurjchem-75 47 47 , , PUNCT eurjchem-75 47 48     SPACE eurjchem-75 47 49 4.68 4.68 NUM eurjchem-75 47 50 . . PUNCT eurjchem-75 47 51               SPACE eurjchem-75 47 52 2.7 2.7 NUM eurjchem-75 47 53 . . PUNCT eurjchem-75 47 54     SPACE eurjchem-75 48 1 3­acetyl­9­allyl­2­methyl­5­oxo­5h­chromeno[2,3­ 3­acetyl­9­allyl­2­methyl­5­oxo­5h­chromeno[2,3­ NUM eurjchem-75 48 2 b]pyridines b]pyridine NOUN eurjchem-75 48 3     SPACE eurjchem-75 48 4 ( ( PUNCT eurjchem-75 48 5 7a 7a NUM eurjchem-75 48 6 ) ) PUNCT eurjchem-75 48 7         SPACE eurjchem-75 48 8 a a DET eurjchem-75 48 9     SPACE eurjchem-75 48 10 mixture mixture NOUN eurjchem-75 48 11     SPACE eurjchem-75 48 12 of of ADP eurjchem-75 48 13     SPACE eurjchem-75 48 14 1 1 NUM eurjchem-75 48 15     SPACE eurjchem-75 48 16 ( ( PUNCT eurjchem-75 48 17 0.458 0.458 NUM eurjchem-75 48 18     SPACE eurjchem-75 48 19 g g NOUN eurjchem-75 48 20 , , PUNCT eurjchem-75 48 21     SPACE eurjchem-75 48 22 2 2 NUM eurjchem-75 48 23     SPACE eurjchem-75 48 24 mmol mmol NOUN eurjchem-75 48 25 ) ) PUNCT eurjchem-75 48 26     SPACE eurjchem-75 48 27 and and CCONJ eurjchem-75 48 28     SPACE eurjchem-75 48 29 acetylacetone acetylacetone NOUN eurjchem-75 48 30     SPACE eurjchem-75 48 31 ( ( PUNCT eurjchem-75 48 32 0.2 0.2 NUM eurjchem-75 48 33     SPACE eurjchem-75 48 34 ml ml NOUN eurjchem-75 48 35 , , PUNCT eurjchem-75 48 36     SPACE eurjchem-75 48 37 2 2 NUM eurjchem-75 48 38     SPACE eurjchem-75 48 39 mmol mmol NOUN eurjchem-75 48 40 ) ) PUNCT eurjchem-75 48 41 , , PUNCT eurjchem-75 48 42     SPACE eurjchem-75 48 43 in in ADP eurjchem-75 48 44     SPACE eurjchem-75 48 45 absolute absolute ADJ eurjchem-75 48 46     SPACE eurjchem-75 48 47 ethanol ethanol NOUN eurjchem-75 48 48     SPACE eurjchem-75 48 49 ( ( PUNCT eurjchem-75 48 50 20 20 NUM eurjchem-75 48 51     SPACE eurjchem-75 48 52 ml ml NOUN eurjchem-75 48 53 ) ) PUNCT eurjchem-75 48 54     SPACE eurjchem-75 48 55 and and CCONJ eurjchem-75 48 56     SPACE eurjchem-75 48 57 dbu dbu NOUN eurjchem-75 48 58     SPACE eurjchem-75 48 59 ( ( PUNCT eurjchem-75 48 60 0.1 0.1 NUM eurjchem-75 48 61     SPACE eurjchem-75 48 62 ml ml NOUN eurjchem-75 48 63 ) ) PUNCT eurjchem-75 48 64 , , PUNCT eurjchem-75 48 65     SPACE eurjchem-75 48 66 was be AUX eurjchem-75 48 67     SPACE eurjchem-75 48 68 refluxed refluxe VERB eurjchem-75 48 69     SPACE eurjchem-75 48 70 for for ADP eurjchem-75 48 71     SPACE eurjchem-75 48 72 30 30 NUM eurjchem-75 48 73     SPACE eurjchem-75 48 74 min min NOUN eurjchem-75 48 75 . . PROPN eurjchem-75 48 76     SPACE eurjchem-75 48 77 the the DET eurjchem-75 48 78     SPACE eurjchem-75 48 79 solid solid NOUN eurjchem-75 48 80     SPACE eurjchem-75 48 81 obtained obtain VERB eurjchem-75 48 82     SPACE eurjchem-75 48 83 after after SCONJ eurjchem-75 48 84     SPACE eurjchem-75 48 85 cooling cooling NOUN eurjchem-75 48 86     SPACE eurjchem-75 48 87 was be AUX eurjchem-75 48 88     SPACE eurjchem-75 48 89 filtered filter VERB eurjchem-75 48 90     SPACE eurjchem-75 48 91 and and CCONJ eurjchem-75 48 92     SPACE eurjchem-75 48 93 crystallized crystallize VERB eurjchem-75 48 94     SPACE eurjchem-75 48 95 from from ADP eurjchem-75 48 96     SPACE eurjchem-75 48 97 ethanol ethanol NOUN eurjchem-75 48 98     SPACE eurjchem-75 48 99 to to PART eurjchem-75 48 100     SPACE eurjchem-75 48 101 give give VERB eurjchem-75 48 102     SPACE eurjchem-75 48 103 7a 7a NUM eurjchem-75 48 104     SPACE eurjchem-75 48 105 as as ADP eurjchem-75 48 106     SPACE eurjchem-75 48 107 yellow yellow ADJ eurjchem-75 48 108     SPACE eurjchem-75 48 109 crystals crystal NOUN eurjchem-75 48 110 , , PUNCT eurjchem-75 48 111     SPACE eurjchem-75 48 112 mp mp NOUN eurjchem-75 48 113     SPACE eurjchem-75 48 114 192 192 NUM eurjchem-75 48 115     SPACE eurjchem-75 48 116 oc oc NOUN eurjchem-75 48 117 , , PUNCT eurjchem-75 48 118     SPACE eurjchem-75 48 119 yield yield NOUN eurjchem-75 48 120     SPACE eurjchem-75 48 121 0.41 0.41 NUM eurjchem-75 48 122     SPACE eurjchem-75 48 123 g g NOUN eurjchem-75 48 124     SPACE eurjchem-75 48 125 ( ( PUNCT eurjchem-75 48 126 70 70 NUM eurjchem-75 48 127 % % NOUN eurjchem-75 48 128 ) ) PUNCT eurjchem-75 48 129 . . PUNCT eurjchem-75 48 130         SPACE eurjchem-75 49 1 ir ir PROPN eurjchem-75 49 2     SPACE eurjchem-75 49 3 ( ( PUNCT eurjchem-75 49 4 kbr kbr PROPN eurjchem-75 49 5 , , PUNCT eurjchem-75 49 6     SPACE eurjchem-75 49 7 cm‐1 cm‐1 NOUN eurjchem-75 49 8 ): ): PUNCT eurjchem-75 49 9     SPACE eurjchem-75 49 10 3045 3045 NUM eurjchem-75 49 11     SPACE eurjchem-75 49 12 ( ( PUNCT eurjchem-75 49 13 charom charom NOUN eurjchem-75 49 14 . . PUNCT eurjchem-75 49 15 ) ) PUNCT eurjchem-75 49 16 , , PUNCT eurjchem-75 49 17     SPACE eurjchem-75 49 18 1710 1710 NUM eurjchem-75 49 19     SPACE eurjchem-75 49 20 ( ( PUNCT eurjchem-75 49 21 c c NOUN eurjchem-75 49 22 = = NOUN eurjchem-75 49 23 oacetyl oacetyl NOUN eurjchem-75 49 24 ) ) PUNCT eurjchem-75 49 25 , , PUNCT eurjchem-75 49 26     SPACE eurjchem-75 49 27 1663 1663 NUM eurjchem-75 49 28     SPACE eurjchem-75 49 29 ( ( PUNCT eurjchem-75 49 30 c c NOUN eurjchem-75 49 31 = = NOUN eurjchem-75 49 32 oγ‐pyrone oγ‐pyrone NOUN eurjchem-75 49 33 ) ) PUNCT eurjchem-75 49 34 , , PUNCT eurjchem-75 49 35     SPACE eurjchem-75 49 36 1602 1602 NUM eurjchem-75 49 37     SPACE eurjchem-75 49 38 ( ( PUNCT eurjchem-75 49 39 c c NOUN eurjchem-75 49 40 = = SYM eurjchem-75 49 41 n n NUM eurjchem-75 49 42 ) ) PUNCT eurjchem-75 49 43 . . PUNCT eurjchem-75 49 44     SPACE eurjchem-75 50 1 1h 1h NUM eurjchem-75 50 2     SPACE eurjchem-75 50 3 nmr nmr NOUN eurjchem-75 50 4     SPACE eurjchem-75 50 5 ( ( PUNCT eurjchem-75 50 6 dmso dmso NOUN eurjchem-75 50 7 , , PUNCT eurjchem-75 50 8     SPACE eurjchem-75 50 9 δ δ PROPN eurjchem-75 50 10 ): ): PUNCT eurjchem-75 50 11     SPACE eurjchem-75 50 12 2.38 2.38 NUM eurjchem-75 50 13     SPACE eurjchem-75 50 14 ( ( PUNCT eurjchem-75 50 15 s s PROPN eurjchem-75 50 16 , , PUNCT eurjchem-75 50 17     SPACE eurjchem-75 50 18 3h 3h NUM eurjchem-75 50 19 , , PUNCT eurjchem-75 50 20     SPACE eurjchem-75 50 21 ch3 ch3 PROPN eurjchem-75 50 22 ) ) PUNCT eurjchem-75 50 23     SPACE eurjchem-75 50 24 3.2 3.2 NUM eurjchem-75 50 25     SPACE eurjchem-75 50 26 ( ( PUNCT eurjchem-75 50 27 s s PROPN eurjchem-75 50 28 , , PUNCT eurjchem-75 50 29     SPACE eurjchem-75 50 30 3h 3h NUM eurjchem-75 50 31 , , PUNCT eurjchem-75 50 32     SPACE eurjchem-75 50 33 ch3 ch3 PROPN eurjchem-75 50 34 ) ) PUNCT eurjchem-75 50 35     SPACE eurjchem-75 51 1 3.60 3.60 NUM eurjchem-75 51 2     SPACE eurjchem-75 51 3 ( ( PUNCT eurjchem-75 51 4 d d NOUN eurjchem-75 51 5 , , PUNCT eurjchem-75 51 6     SPACE eurjchem-75 51 7 2h 2h NUM eurjchem-75 51 8 , , PUNCT eurjchem-75 51 9     SPACE eurjchem-75 51 10 j j PROPN eurjchem-75 51 11     SPACE eurjchem-75 51 12 = = NOUN eurjchem-75 51 13     SPACE eurjchem-75 51 14 6.0 6.0 NUM eurjchem-75 51 15     SPACE eurjchem-75 51 16 hz hz VERB eurjchem-75 51 17 , , PUNCT eurjchem-75 51 18     SPACE eurjchem-75 51 19 h‐1 h‐1 PROPN eurjchem-75 51 20 ' ' PUNCT eurjchem-75 51 21 ) ) PUNCT eurjchem-75 51 22 , , PUNCT eurjchem-75 51 23     SPACE eurjchem-75 51 24 5.07‐5.10 5.07‐5.10 NUM eurjchem-75 51 25     SPACE eurjchem-75 51 26 ( ( PUNCT eurjchem-75 51 27 m m PROPN eurjchem-75 51 28 , , PUNCT eurjchem-75 51 29     SPACE eurjchem-75 51 30 2h 2h NUM eurjchem-75 51 31 , , PUNCT eurjchem-75 51 32     SPACE eurjchem-75 51 33 h‐3 h‐3 NOUN eurjchem-75 51 34 ' ' PUNCT eurjchem-75 51 35 ) ) PUNCT eurjchem-75 51 36 , , PUNCT eurjchem-75 51 37     SPACE eurjchem-75 51 38 6.06‐6.13 6.06‐6.13 NUM eurjchem-75 51 39     SPACE eurjchem-75 51 40 ( ( PUNCT eurjchem-75 51 41 m m PROPN eurjchem-75 51 42 , , PUNCT eurjchem-75 51 43     SPACE eurjchem-75 51 44 1h 1h NUM eurjchem-75 51 45 , , PUNCT eurjchem-75 51 46     SPACE eurjchem-75 51 47 h‐2 h‐2 NOUN eurjchem-75 51 48 ' ' PUNCT eurjchem-75 51 49 ) ) PUNCT eurjchem-75 51 50 , , PUNCT eurjchem-75 51 51     SPACE eurjchem-75 51 52 7.32 7.32 NUM eurjchem-75 51 53     SPACE eurjchem-75 51 54 ( ( PUNCT eurjchem-75 51 55 t t PROPN eurjchem-75 51 56 , , PUNCT eurjchem-75 51 57     SPACE eurjchem-75 51 58 1h 1h NUM eurjchem-75 51 59 , , PUNCT eurjchem-75 51 60     SPACE eurjchem-75 51 61 j j PROPN eurjchem-75 51 62     SPACE eurjchem-75 51 63 = = NOUN eurjchem-75 51 64     SPACE eurjchem-75 51 65 6.8 6.8 NUM eurjchem-75 51 66     SPACE eurjchem-75 51 67 hz hz VERB eurjchem-75 51 68 , , PUNCT eurjchem-75 51 69     SPACE eurjchem-75 51 70 h‐7 h‐7 NOUN eurjchem-75 51 71 ) ) PUNCT eurjchem-75 51 72 , , PUNCT eurjchem-75 51 73     SPACE eurjchem-75 51 74 7.54 7.54 NUM eurjchem-75 51 75     SPACE eurjchem-75 51 76 ( ( PUNCT eurjchem-75 51 77 d d PROPN eurjchem-75 51 78 , , PUNCT eurjchem-75 51 79     SPACE eurjchem-75 51 80 1h 1h NUM eurjchem-75 51 81 , , PUNCT eurjchem-75 51 82     SPACE eurjchem-75 51 83 j j PROPN eurjchem-75 51 84     SPACE eurjchem-75 51 85 = = NOUN eurjchem-75 51 86     SPACE eurjchem-75 51 87 6.8 6.8 NUM eurjchem-75 51 88     SPACE eurjchem-75 51 89 hz hz VERB eurjchem-75 51 90 , , PUNCT eurjchem-75 51 91       SPACE eurjchem-75 51 92 h‐8 h‐8 NOUN eurjchem-75 51 93 ) ) PUNCT eurjchem-75 51 94 , , PUNCT eurjchem-75 51 95     SPACE eurjchem-75 51 96 8.23 8.23 NUM eurjchem-75 51 97     SPACE eurjchem-75 51 98 ( ( PUNCT eurjchem-75 51 99 d d PROPN eurjchem-75 51 100 , , PUNCT eurjchem-75 51 101     SPACE eurjchem-75 51 102 1h 1h NUM eurjchem-75 51 103 , , PUNCT eurjchem-75 51 104     SPACE eurjchem-75 51 105 j j PROPN eurjchem-75 51 106     SPACE eurjchem-75 51 107 = = NOUN eurjchem-75 51 108     SPACE eurjchem-75 51 109 7.4 7.4 NUM eurjchem-75 51 110     SPACE eurjchem-75 51 111 hz hz VERB eurjchem-75 51 112 , , PUNCT eurjchem-75 51 113       SPACE eurjchem-75 51 114 h‐6 h‐6 NOUN eurjchem-75 51 115 ) ) PUNCT eurjchem-75 51 116 , , PUNCT eurjchem-75 51 117     SPACE eurjchem-75 51 118 8.59 8.59 NUM eurjchem-75 51 119     SPACE eurjchem-75 51 120 ( ( PUNCT eurjchem-75 51 121 s s PROPN eurjchem-75 51 122 , , PUNCT eurjchem-75 51 123     SPACE eurjchem-75 51 124 1h 1h NUM eurjchem-75 51 125 , , PUNCT eurjchem-75 51 126     SPACE eurjchem-75 51 127 h‐4 h‐4 NOUN eurjchem-75 51 128 ) ) PUNCT eurjchem-75 51 129 . . PUNCT eurjchem-75 51 130     SPACE eurjchem-75 52 1 13c 13c NOUN eurjchem-75 52 2     SPACE eurjchem-75 52 3 nmr nmr NOUN eurjchem-75 52 4     SPACE eurjchem-75 52 5 ( ( PUNCT eurjchem-75 52 6 dmso dmso NOUN eurjchem-75 52 7 , , PUNCT eurjchem-75 52 8     SPACE eurjchem-75 52 9 δ δ PROPN eurjchem-75 52 10 ): ): PUNCT eurjchem-75 52 11     SPACE eurjchem-75 52 12 23.1 23.1 NUM eurjchem-75 52 13     SPACE eurjchem-75 52 14 ( ( PUNCT eurjchem-75 52 15 ch3 ch3 PROPN eurjchem-75 52 16 ) ) PUNCT eurjchem-75 52 17 , , PUNCT eurjchem-75 52 18     SPACE eurjchem-75 52 19 29.5 29.5 NUM eurjchem-75 52 20     SPACE eurjchem-75 52 21 ( ( PUNCT eurjchem-75 52 22 ch3 ch3 PROPN eurjchem-75 52 23     SPACE eurjchem-75 52 24 as as ADP eurjchem-75 52 25     SPACE eurjchem-75 52 26 acetyl acetyl NOUN eurjchem-75 52 27 ) ) PUNCT eurjchem-75 52 28 , , PUNCT eurjchem-75 52 29     SPACE eurjchem-75 52 30 31.5 31.5 NUM eurjchem-75 52 31     SPACE eurjchem-75 52 32 ( ( PUNCT eurjchem-75 52 33 c`1 c`1 PROPN eurjchem-75 52 34 ) ) PUNCT eurjchem-75 52 35 , , PUNCT eurjchem-75 52 36     SPACE eurjchem-75 52 37 114.6 114.6 NUM eurjchem-75 52 38     SPACE eurjchem-75 52 39 ( ( PUNCT eurjchem-75 52 40 c`3 c`3 PROPN eurjchem-75 52 41 ) ) PUNCT eurjchem-75 52 42 , , PUNCT eurjchem-75 52 43     SPACE eurjchem-75 52 44 115.4 115.4 NUM eurjchem-75 52 45     SPACE eurjchem-75 52 46 ( ( PUNCT eurjchem-75 52 47 c4a c4a ADJ eurjchem-75 52 48 ) ) PUNCT eurjchem-75 52 49 , , PUNCT eurjchem-75 52 50     SPACE eurjchem-75 52 51 118.3 118.3 NUM eurjchem-75 52 52     SPACE eurjchem-75 52 53 ( ( PUNCT eurjchem-75 52 54 c7 c7 PROPN eurjchem-75 52 55 ) ) PUNCT eurjchem-75 52 56 , , PUNCT eurjchem-75 52 57     SPACE eurjchem-75 52 58 125.1 125.1 NUM eurjchem-75 52 59     SPACE eurjchem-75 52 60 ( ( PUNCT eurjchem-75 52 61 c6 c6 PROPN eurjchem-75 52 62 ) ) PUNCT eurjchem-75 52 63 , , PUNCT eurjchem-75 52 64     SPACE eurjchem-75 52 65 125.6 125.6 NUM eurjchem-75 52 66     SPACE eurjchem-75 52 67 ( ( PUNCT eurjchem-75 52 68 c5a c5a PROPN eurjchem-75 52 69 ) ) PUNCT eurjchem-75 52 70 , , PUNCT eurjchem-75 52 71     SPACE eurjchem-75 52 72 127.3 127.3 NUM eurjchem-75 52 73     SPACE eurjchem-75 52 74 ( ( PUNCT eurjchem-75 52 75 c9 c9 NOUN eurjchem-75 52 76 ) ) PUNCT eurjchem-75 52 77 , , PUNCT eurjchem-75 52 78     SPACE eurjchem-75 52 79 131.6 131.6 NUM eurjchem-75 52 80     SPACE eurjchem-75 52 81 ( ( PUNCT eurjchem-75 52 82 c3 c3 PROPN eurjchem-75 52 83 ) ) PUNCT eurjchem-75 52 84     SPACE eurjchem-75 52 85 132.9 132.9 NUM eurjchem-75 52 86     SPACE eurjchem-75 52 87 ( ( PUNCT eurjchem-75 52 88 c8 c8 PROPN eurjchem-75 52 89 ) ) PUNCT eurjchem-75 52 90 , , PUNCT eurjchem-75 52 91     SPACE eurjchem-75 52 92 135.4 135.4 NUM eurjchem-75 52 93     SPACE eurjchem-75 52 94 ( ( PUNCT eurjchem-75 52 95 c`2 c`2 PROPN eurjchem-75 52 96 ) ) PUNCT eurjchem-75 52 97 , , PUNCT eurjchem-75 52 98     SPACE eurjchem-75 52 99 139.2 139.2 NUM eurjchem-75 52 100     SPACE eurjchem-75 52 101 ( ( PUNCT eurjchem-75 52 102 c4 c4 NOUN eurjchem-75 52 103 ) ) PUNCT eurjchem-75 52 104 , , PUNCT eurjchem-75 52 105     SPACE eurjchem-75 52 106 151.2 151.2 NUM eurjchem-75 52 107     SPACE eurjchem-75 52 108 ( ( PUNCT eurjchem-75 52 109 c9a c9a NOUN eurjchem-75 52 110 ) ) PUNCT eurjchem-75 52 111 , , PUNCT eurjchem-75 52 112     SPACE eurjchem-75 52 113 152.8 152.8 NUM eurjchem-75 52 114     SPACE eurjchem-75 52 115 ( ( PUNCT eurjchem-75 52 116 c10a c10a PROPN eurjchem-75 52 117 ) ) PUNCT eurjchem-75 52 118 , , PUNCT eurjchem-75 52 119     SPACE eurjchem-75 52 120 167.7 167.7 NUM eurjchem-75 52 121     SPACE eurjchem-75 52 122 ( ( PUNCT eurjchem-75 52 123 c2 c2 PROPN eurjchem-75 52 124 ) ) PUNCT eurjchem-75 52 125 , , PUNCT eurjchem-75 52 126     SPACE eurjchem-75 52 127 185.0 185.0 NUM eurjchem-75 52 128     SPACE eurjchem-75 52 129 ( ( PUNCT eurjchem-75 52 130 c c X eurjchem-75 52 131 = = NOUN eurjchem-75 52 132 o o NOUN eurjchem-75 52 133     SPACE eurjchem-75 52 134 as as ADP eurjchem-75 52 135     SPACE eurjchem-75 52 136 γ‐pyrone γ‐pyrone NUM eurjchem-75 52 137 ) ) PUNCT eurjchem-75 52 138 , , PUNCT eurjchem-75 52 139     SPACE eurjchem-75 52 140 194.2 194.2 NUM eurjchem-75 52 141     SPACE eurjchem-75 52 142 ( ( PUNCT eurjchem-75 52 143 c c X eurjchem-75 52 144 = = NOUN eurjchem-75 52 145 o o NOUN eurjchem-75 52 146     SPACE eurjchem-75 52 147 as as ADP eurjchem-75 52 148     SPACE eurjchem-75 52 149 acetyl acetyl NOUN eurjchem-75 52 150 ) ) PUNCT eurjchem-75 52 151 . . PUNCT eurjchem-75 52 152     SPACE eurjchem-75 53 1 anal anal ADJ eurjchem-75 53 2 . . PUNCT eurjchem-75 53 3     SPACE eurjchem-75 53 4 calcd calcd NOUN eurjchem-75 53 5     SPACE eurjchem-75 53 6 for for ADP eurjchem-75 53 7     SPACE eurjchem-75 53 8 c18h15no3 c18h15no3 NOUN eurjchem-75 53 9     SPACE eurjchem-75 53 10 ( ( PUNCT eurjchem-75 53 11 293.33 293.33 NUM eurjchem-75 53 12 ): ): PUNCT eurjchem-75 53 13     SPACE eurjchem-75 53 14 c c NOUN eurjchem-75 53 15 , , PUNCT eurjchem-75 53 16     SPACE eurjchem-75 53 17 73.71 73.71 NUM eurjchem-75 53 18 ; ; PUNCT eurjchem-75 53 19     SPACE eurjchem-75 53 20 h h NOUN eurjchem-75 53 21 , , PUNCT eurjchem-75 53 22     SPACE eurjchem-75 53 23 5.15 5.15 NUM eurjchem-75 53 24 ; ; PUNCT eurjchem-75 53 25     SPACE eurjchem-75 53 26 n n CCONJ eurjchem-75 53 27 , , PUNCT eurjchem-75 53 28     SPACE eurjchem-75 53 29 4.78 4.78 NUM eurjchem-75 53 30 . . PUNCT eurjchem-75 53 31     SPACE eurjchem-75 53 32 found find VERB eurjchem-75 53 33     SPACE eurjchem-75 53 34 c c NOUN eurjchem-75 53 35 , , PUNCT eurjchem-75 53 36     SPACE eurjchem-75 53 37 73.60 73.60 NUM eurjchem-75 53 38 ; ; PUNCT eurjchem-75 53 39     SPACE eurjchem-75 53 40 h h NOUN eurjchem-75 53 41 , , PUNCT eurjchem-75 53 42     SPACE eurjchem-75 53 43 4.96 4.96 NUM eurjchem-75 53 44 ; ; PUNCT eurjchem-75 53 45     SPACE eurjchem-75 53 46 n n CCONJ eurjchem-75 53 47 , , PUNCT eurjchem-75 53 48     SPACE eurjchem-75 53 49 4.56 4.56 NUM eurjchem-75 53 50 . . PUNCT eurjchem-75 53 51           SPACE eurjchem-75 53 52 2.8 2.8 NUM eurjchem-75 53 53 . . PUNCT eurjchem-75 53 54     SPACE eurjchem-75 54 1 9­allyl­3­benzoyl­2­methyl­5­oxo­5h­chromeno[2,3­ 9­allyl­3­benzoyl­2­methyl­5­oxo­5h­chromeno[2,3­ NUM eurjchem-75 54 2 b]pyridines b]pyridine NOUN eurjchem-75 54 3     SPACE eurjchem-75 54 4 ( ( PUNCT eurjchem-75 54 5 7b 7b NOUN eurjchem-75 54 6 ) ) PUNCT eurjchem-75 54 7         SPACE eurjchem-75 54 8 a a DET eurjchem-75 54 9     SPACE eurjchem-75 54 10 mixture mixture NOUN eurjchem-75 54 11     SPACE eurjchem-75 54 12 of of ADP eurjchem-75 54 13     SPACE eurjchem-75 54 14 1 1 NUM eurjchem-75 54 15     SPACE eurjchem-75 54 16 ( ( PUNCT eurjchem-75 54 17 0.458 0.458 NUM eurjchem-75 54 18     SPACE eurjchem-75 54 19 g g NOUN eurjchem-75 54 20 , , PUNCT eurjchem-75 54 21     SPACE eurjchem-75 54 22 2 2 NUM eurjchem-75 54 23     SPACE eurjchem-75 54 24 mmol mmol NOUN eurjchem-75 54 25 ) ) PUNCT eurjchem-75 54 26     SPACE eurjchem-75 54 27 and and CCONJ eurjchem-75 54 28     SPACE eurjchem-75 54 29 dibenzoylmethane dibenzoylmethane NOUN eurjchem-75 54 30     SPACE eurjchem-75 54 31 ( ( PUNCT eurjchem-75 54 32 0.45 0.45 NUM eurjchem-75 54 33     SPACE eurjchem-75 54 34 g g NOUN eurjchem-75 54 35 , , PUNCT eurjchem-75 54 36     SPACE eurjchem-75 54 37 2 2 NUM eurjchem-75 54 38     SPACE eurjchem-75 54 39 mmol mmol NOUN eurjchem-75 54 40 ) ) PUNCT eurjchem-75 54 41 , , PUNCT eurjchem-75 54 42     SPACE eurjchem-75 54 43 in in ADP eurjchem-75 54 44     SPACE eurjchem-75 54 45 absolute absolute ADJ eurjchem-75 54 46     SPACE eurjchem-75 54 47 ethanol ethanol NOUN eurjchem-75 54 48     SPACE eurjchem-75 54 49 ( ( PUNCT eurjchem-75 54 50 20 20 NUM eurjchem-75 54 51     SPACE eurjchem-75 54 52 ml ml NOUN eurjchem-75 54 53 ) ) PUNCT eurjchem-75 54 54     SPACE eurjchem-75 54 55 and and CCONJ eurjchem-75 54 56     SPACE eurjchem-75 54 57 dbu dbu NOUN eurjchem-75 54 58     SPACE eurjchem-75 54 59 ( ( PUNCT eurjchem-75 54 60 0.1 0.1 NUM eurjchem-75 54 61     SPACE eurjchem-75 54 62 ml ml NOUN eurjchem-75 54 63 ) ) PUNCT eurjchem-75 54 64 , , PUNCT eurjchem-75 54 65     SPACE eurjchem-75 54 66 was be AUX eurjchem-75 54 67     SPACE eurjchem-75 54 68 refluxed refluxe VERB eurjchem-75 54 69     SPACE eurjchem-75 54 70 for for ADP eurjchem-75 54 71     SPACE eurjchem-75 54 72 30 30 NUM eurjchem-75 54 73     SPACE eurjchem-75 54 74 min min NOUN eurjchem-75 54 75 . . AUX eurjchem-75 54 76     SPACE eurjchem-75 54 77 the the DET eurjchem-75 54 78     SPACE eurjchem-75 54 79 solid solid NOUN eurjchem-75 54 80     SPACE eurjchem-75 54 81 obtained obtain VERB eurjchem-75 54 82     SPACE eurjchem-75 54 83 after after SCONJ eurjchem-75 54 84     SPACE eurjchem-75 54 85 cooling cool VERB eurjchem-75 54 86     SPACE eurjchem-75 54 87 was be AUX eurjchem-75 54 88     SPACE eurjchem-75 54 89 filtered filter VERB eurjchem-75 54 90     SPACE eurjchem-75 54 91 and and CCONJ eurjchem-75 54 92     SPACE eurjchem-75 54 93 crystallized crystallize VERB eurjchem-75 54 94     SPACE eurjchem-75 54 95 from from ADP eurjchem-75 54 96     SPACE eurjchem-75 54 97 ethanol ethanol NOUN eurjchem-75 54 98     SPACE eurjchem-75 54 99 to to PART eurjchem-75 54 100     SPACE eurjchem-75 54 101 give give VERB eurjchem-75 54 102     SPACE eurjchem-75 54 103 7a 7a NUM eurjchem-75 54 104     SPACE eurjchem-75 54 105 as as ADP eurjchem-75 54 106     SPACE eurjchem-75 54 107 yellow yellow ADJ eurjchem-75 54 108     SPACE eurjchem-75 54 109 crystals crystal NOUN eurjchem-75 54 110 , , PUNCT eurjchem-75 54 111     SPACE eurjchem-75 54 112 mp mp NOUN eurjchem-75 54 113     SPACE eurjchem-75 54 114 206 206 NUM eurjchem-75 54 115     SPACE eurjchem-75 54 116 oc oc NOUN eurjchem-75 54 117 , , PUNCT eurjchem-75 54 118     SPACE eurjchem-75 54 119 yield yield NOUN eurjchem-75 54 120     SPACE eurjchem-75 54 121 0.53 0.53 NUM eurjchem-75 54 122     SPACE eurjchem-75 54 123 g g NOUN eurjchem-75 54 124     SPACE eurjchem-75 54 125 ( ( PUNCT eurjchem-75 54 126 63 63 NUM eurjchem-75 54 127 % % NOUN eurjchem-75 54 128 ) ) PUNCT eurjchem-75 54 129 . . PUNCT eurjchem-75 54 130     SPACE eurjchem-75 55 1 ir ir VERB eurjchem-75 55 2     SPACE eurjchem-75 55 3 ( ( PUNCT eurjchem-75 55 4 kbr kbr PROPN eurjchem-75 55 5 , , PUNCT eurjchem-75 55 6     SPACE eurjchem-75 55 7 cm‐1 cm‐1 NOUN eurjchem-75 55 8 ): ): PUNCT eurjchem-75 55 9     SPACE eurjchem-75 55 10 3074 3074 NUM eurjchem-75 55 11     SPACE eurjchem-75 55 12 ( ( PUNCT eurjchem-75 55 13 charom charom NOUN eurjchem-75 55 14 . . PUNCT eurjchem-75 55 15 ) ) PUNCT eurjchem-75 55 16 , , PUNCT eurjchem-75 55 17     SPACE eurjchem-75 55 18 1716 1716 NUM eurjchem-75 55 19     SPACE eurjchem-75 55 20 ( ( PUNCT eurjchem-75 55 21 c c NOUN eurjchem-75 55 22 = = NOUN eurjchem-75 55 23 oacetyl oacetyl NOUN eurjchem-75 55 24 ) ) PUNCT eurjchem-75 55 25 , , PUNCT eurjchem-75 55 26     SPACE eurjchem-75 55 27 1658 1658 NUM eurjchem-75 55 28     SPACE eurjchem-75 55 29 ( ( PUNCT eurjchem-75 55 30 c c NOUN eurjchem-75 55 31 = = NOUN eurjchem-75 55 32 oγ‐pyrone oγ‐pyrone NOUN eurjchem-75 55 33 ) ) PUNCT eurjchem-75 55 34 , , PUNCT eurjchem-75 55 35     SPACE eurjchem-75 55 36 1600 1600 NUM eurjchem-75 55 37     SPACE eurjchem-75 55 38 ( ( PUNCT eurjchem-75 55 39 c c NOUN eurjchem-75 55 40 = = SYM eurjchem-75 55 41 n n NUM eurjchem-75 55 42 ) ) PUNCT eurjchem-75 55 43 . . PUNCT eurjchem-75 55 44       SPACE eurjchem-75 56 1 126 126 NUM eurjchem-75 56 2     SPACE eurjchem-75 56 3 ibrahim ibrahim NOUN eurjchem-75 56 4     SPACE eurjchem-75 56 5 / / SYM eurjchem-75 56 6     SPACE eurjchem-75 56 7 european european ADJ eurjchem-75 56 8     SPACE eurjchem-75 56 9 journal journal NOUN eurjchem-75 56 10     SPACE eurjchem-75 56 11 of of ADP eurjchem-75 56 12     SPACE eurjchem-75 56 13 chemistry chemistry NOUN eurjchem-75 56 14     SPACE eurjchem-75 56 15 1 1 NUM eurjchem-75 56 16     SPACE eurjchem-75 56 17 ( ( PUNCT eurjchem-75 56 18 2)(2010 2)(2010 NOUN eurjchem-75 56 19 ) ) PUNCT eurjchem-75 56 20     SPACE eurjchem-75 56 21 124­128 124­128 NOUN eurjchem-75 56 22             SPACE eurjchem-75 56 23 ohoh ohoh INTJ eurjchem-75 56 24 ch3 ch3 PROPN eurjchem-75 56 25 oo oo PROPN eurjchem-75 56 26 ch3 ch3 PROPN eurjchem-75 56 27 o o NOUN eurjchem-75 56 28 o o NOUN eurjchem-75 57 1 n n CCONJ eurjchem-75 58 1 oh oh INTJ eurjchem-75 58 2 oh oh INTJ eurjchem-75 58 3 ch3 ch3 INTJ eurjchem-75 59 1 o o NOUN eurjchem-75 60 1 o o X eurjchem-75 60 2 o o NOUN eurjchem-75 60 3 n n CCONJ eurjchem-75 61 1 oh oh INTJ eurjchem-75 61 2 oh oh INTJ eurjchem-75 62 1 n n PRON eurjchem-75 62 2 o o NOUN eurjchem-75 62 3 o o NOUN eurjchem-75 62 4 1 1 NUM eurjchem-75 62 5 etoh etoh NOUN eurjchem-75 62 6 / / SYM eurjchem-75 62 7 dbu dbu PROPN eurjchem-75 62 8 ( ( PUNCT eurjchem-75 62 9 mr mr PROPN eurjchem-75 62 10 1:1 1:1 NUM eurjchem-75 62 11 ) ) PUNCT eurjchem-75 62 12 ( ( PUNCT eurjchem-75 62 13 mr mr PROPN eurjchem-75 62 14 2:1 2:1 NUM eurjchem-75 62 15 ) ) SYM eurjchem-75 62 16 1 1 NUM eurjchem-75 62 17 etoh etoh NOUN eurjchem-75 62 18 / / SYM eurjchem-75 62 19 dbu dbu NOUN eurjchem-75 62 20 5 5 NUM eurjchem-75 62 21 6 6 NUM eurjchem-75 62 22     SPACE eurjchem-75 62 23 scheme scheme NOUN eurjchem-75 62 24     SPACE eurjchem-75 62 25 2 2 NUM eurjchem-75 62 26             SPACE eurjchem-75 62 27 1h 1h NUM eurjchem-75 62 28     SPACE eurjchem-75 62 29 nmr nmr NOUN eurjchem-75 62 30     SPACE eurjchem-75 62 31 ( ( PUNCT eurjchem-75 62 32 dmso dmso NOUN eurjchem-75 62 33 , , PUNCT eurjchem-75 62 34     SPACE eurjchem-75 62 35 δ δ PROPN eurjchem-75 62 36 ): ): PUNCT eurjchem-75 62 37     SPACE eurjchem-75 62 38 3.64 3.64 NUM eurjchem-75 62 39     SPACE eurjchem-75 62 40 ( ( PUNCT eurjchem-75 62 41 d d PROPN eurjchem-75 62 42 , , PUNCT eurjchem-75 62 43     SPACE eurjchem-75 62 44 2h 2h NUM eurjchem-75 62 45 , , PUNCT eurjchem-75 62 46     SPACE eurjchem-75 62 47 j j PROPN eurjchem-75 62 48     SPACE eurjchem-75 62 49 = = NOUN eurjchem-75 62 50     SPACE eurjchem-75 62 51 5.6 5.6 NUM eurjchem-75 62 52     SPACE eurjchem-75 62 53 hz hz VERB eurjchem-75 62 54 , , PUNCT eurjchem-75 62 55     SPACE eurjchem-75 62 56 h‐1 h‐1 PROPN eurjchem-75 62 57 ' ' PUNCT eurjchem-75 62 58 ) ) PUNCT eurjchem-75 62 59 , , PUNCT eurjchem-75 62 60     SPACE eurjchem-75 62 61 5.06‐5.14 5.06‐5.14 NOUN eurjchem-75 62 62     SPACE eurjchem-75 62 63 ( ( PUNCT eurjchem-75 62 64 m m PROPN eurjchem-75 62 65 , , PUNCT eurjchem-75 62 66     SPACE eurjchem-75 62 67 2h 2h NUM eurjchem-75 62 68 , , PUNCT eurjchem-75 62 69     SPACE eurjchem-75 62 70 h‐3 h‐3 NOUN eurjchem-75 62 71 ' ' PUNCT eurjchem-75 62 72 ) ) PUNCT eurjchem-75 62 73 , , PUNCT eurjchem-75 62 74     SPACE eurjchem-75 62 75 6.11‐6.17 6.11‐6.17 NOUN eurjchem-75 62 76     SPACE eurjchem-75 62 77 ( ( PUNCT eurjchem-75 62 78 m m PROPN eurjchem-75 62 79 , , PUNCT eurjchem-75 62 80     SPACE eurjchem-75 62 81 1h 1h NUM eurjchem-75 62 82 , , PUNCT eurjchem-75 62 83     SPACE eurjchem-75 62 84 h‐2 h‐2 NOUN eurjchem-75 62 85 ' ' PUNCT eurjchem-75 62 86 ) ) PUNCT eurjchem-75 62 87 , , PUNCT eurjchem-75 62 88     SPACE eurjchem-75 62 89 7.20‐7.91 7.20‐7.91 NOUN eurjchem-75 62 90     SPACE eurjchem-75 62 91 ( ( PUNCT eurjchem-75 62 92 m m PROPN eurjchem-75 62 93 , , PUNCT eurjchem-75 62 94     SPACE eurjchem-75 62 95 12h 12h NOUN eurjchem-75 62 96 , , PUNCT eurjchem-75 62 97     SPACE eurjchem-75 62 98 ar‐h ar‐h NOUN eurjchem-75 62 99 ) ) PUNCT eurjchem-75 62 100 , , PUNCT eurjchem-75 62 101     SPACE eurjchem-75 62 102 8.22 8.22 NUM eurjchem-75 62 103     SPACE eurjchem-75 62 104 ( ( PUNCT eurjchem-75 62 105 d d PROPN eurjchem-75 62 106 , , PUNCT eurjchem-75 62 107     SPACE eurjchem-75 62 108 1h 1h NUM eurjchem-75 62 109 , , PUNCT eurjchem-75 62 110     SPACE eurjchem-75 62 111 j j PROPN eurjchem-75 62 112     SPACE eurjchem-75 62 113 = = NOUN eurjchem-75 62 114     SPACE eurjchem-75 62 115 7.6 7.6 NUM eurjchem-75 62 116     SPACE eurjchem-75 62 117 hz hz VERB eurjchem-75 62 118 , , PUNCT eurjchem-75 62 119     SPACE eurjchem-75 62 120 h‐6 h‐6 NOUN eurjchem-75 62 121 ) ) PUNCT eurjchem-75 62 122 , , PUNCT eurjchem-75 62 123     SPACE eurjchem-75 62 124 8.51 8.51 NUM eurjchem-75 62 125     SPACE eurjchem-75 62 126 ( ( PUNCT eurjchem-75 62 127 s s PROPN eurjchem-75 62 128 , , PUNCT eurjchem-75 62 129     SPACE eurjchem-75 62 130 1h 1h NUM eurjchem-75 62 131 , , PUNCT eurjchem-75 62 132     SPACE eurjchem-75 62 133 h‐4 h‐4 NOUN eurjchem-75 62 134 ) ) PUNCT eurjchem-75 62 135 . . PUNCT eurjchem-75 62 136     SPACE eurjchem-75 63 1 anal anal ADJ eurjchem-75 63 2 . . PUNCT eurjchem-75 63 3     SPACE eurjchem-75 63 4 calcd calcd NOUN eurjchem-75 63 5     SPACE eurjchem-75 63 6 for for ADP eurjchem-75 63 7     SPACE eurjchem-75 63 8 c28h19no3 c28h19no3 PROPN eurjchem-75 63 9     SPACE eurjchem-75 63 10 ( ( PUNCT eurjchem-75 63 11 417.47 417.47 NUM eurjchem-75 63 12 ): ): PUNCT eurjchem-75 63 13     SPACE eurjchem-75 63 14 c c NOUN eurjchem-75 63 15 , , PUNCT eurjchem-75 63 16     SPACE eurjchem-75 63 17 80.56 80.56 NUM eurjchem-75 63 18 ; ; PUNCT eurjchem-75 63 19     SPACE eurjchem-75 63 20 h h NOUN eurjchem-75 63 21 , , PUNCT eurjchem-75 63 22     SPACE eurjchem-75 63 23 4.59 4.59 NUM eurjchem-75 63 24 ; ; PUNCT eurjchem-75 63 25     SPACE eurjchem-75 63 26 n n CCONJ eurjchem-75 63 27 , , PUNCT eurjchem-75 63 28     SPACE eurjchem-75 63 29 3.36 3.36 NUM eurjchem-75 63 30 . . PUNCT eurjchem-75 63 31     SPACE eurjchem-75 63 32 found find VERB eurjchem-75 63 33     SPACE eurjchem-75 63 34 c c NOUN eurjchem-75 63 35 , , PUNCT eurjchem-75 63 36     SPACE eurjchem-75 63 37 80.36 80.36 NUM eurjchem-75 63 38 ; ; PUNCT eurjchem-75 63 39     SPACE eurjchem-75 63 40 h h NOUN eurjchem-75 63 41 , , PUNCT eurjchem-75 63 42     SPACE eurjchem-75 63 43 4.37 4.37 NUM eurjchem-75 63 44 ; ; PUNCT eurjchem-75 63 45     SPACE eurjchem-75 63 46 n n CCONJ eurjchem-75 63 47 , , PUNCT eurjchem-75 63 48     SPACE eurjchem-75 63 49 3.25 3.25 NUM eurjchem-75 63 50 . . PUNCT eurjchem-75 63 51           SPACE eurjchem-75 63 52 2.9 2.9 NUM eurjchem-75 63 53 . . PUNCT eurjchem-75 63 54     SPACE eurjchem-75 64 1 9­allyl­2­methyl­5­oxo­n­phenyl­5h­chromeno[2,3­ 9­allyl­2­methyl­5­oxo­n­phenyl­5h­chromeno[2,3­ NUM eurjchem-75 64 2 b]pyridine­3­carboxamide b]pyridine­3­carboxamide NOUN eurjchem-75 64 3     SPACE eurjchem-75 64 4 ( ( PUNCT eurjchem-75 64 5 8) 8) NUM eurjchem-75 64 6         SPACE eurjchem-75 64 7 a a DET eurjchem-75 64 8     SPACE eurjchem-75 64 9 mixture mixture NOUN eurjchem-75 64 10     SPACE eurjchem-75 64 11 of of ADP eurjchem-75 64 12     SPACE eurjchem-75 64 13 1 1 NUM eurjchem-75 64 14     SPACE eurjchem-75 64 15 ( ( PUNCT eurjchem-75 64 16 0.458 0.458 NUM eurjchem-75 64 17     SPACE eurjchem-75 64 18 g g NOUN eurjchem-75 64 19 , , PUNCT eurjchem-75 64 20     SPACE eurjchem-75 64 21 2 2 NUM eurjchem-75 64 22     SPACE eurjchem-75 64 23 mmol mmol NOUN eurjchem-75 64 24 ) ) PUNCT eurjchem-75 64 25     SPACE eurjchem-75 64 26 and and CCONJ eurjchem-75 64 27     SPACE eurjchem-75 64 28 acetoacetanilide acetoacetanilide NOUN eurjchem-75 64 29     SPACE eurjchem-75 64 30 ( ( PUNCT eurjchem-75 64 31 0.354 0.354 NUM eurjchem-75 64 32     SPACE eurjchem-75 64 33 g g NOUN eurjchem-75 64 34 , , PUNCT eurjchem-75 64 35     SPACE eurjchem-75 64 36 2 2 NUM eurjchem-75 64 37     SPACE eurjchem-75 64 38 mmol mmol NOUN eurjchem-75 64 39 ) ) PUNCT eurjchem-75 64 40 , , PUNCT eurjchem-75 64 41     SPACE eurjchem-75 64 42 in in ADP eurjchem-75 64 43     SPACE eurjchem-75 64 44 absolute absolute ADJ eurjchem-75 64 45     SPACE eurjchem-75 64 46 ethanol ethanol NOUN eurjchem-75 64 47     SPACE eurjchem-75 64 48 ( ( PUNCT eurjchem-75 64 49 20 20 NUM eurjchem-75 64 50     SPACE eurjchem-75 64 51 ml ml NOUN eurjchem-75 64 52 ) ) PUNCT eurjchem-75 64 53     SPACE eurjchem-75 64 54 and and CCONJ eurjchem-75 64 55     SPACE eurjchem-75 64 56 dbu dbu PROPN eurjchem-75 64 57     SPACE eurjchem-75 64 58 ( ( PUNCT eurjchem-75 64 59 0.1 0.1 NUM eurjchem-75 64 60     SPACE eurjchem-75 64 61 ml ml NOUN eurjchem-75 64 62 ) ) PUNCT eurjchem-75 64 63 , , PUNCT eurjchem-75 64 64     SPACE eurjchem-75 64 65 was be AUX eurjchem-75 64 66     SPACE eurjchem-75 64 67 refluxed refluxe VERB eurjchem-75 64 68     SPACE eurjchem-75 64 69 for for ADP eurjchem-75 64 70     SPACE eurjchem-75 64 71 30 30 NUM eurjchem-75 64 72     SPACE eurjchem-75 64 73 min min NOUN eurjchem-75 64 74 . . PROPN eurjchem-75 64 75     SPACE eurjchem-75 64 76 the the DET eurjchem-75 64 77     SPACE eurjchem-75 64 78 yellow yellow ADJ eurjchem-75 64 79     SPACE eurjchem-75 64 80 crystals crystal NOUN eurjchem-75 64 81     SPACE eurjchem-75 64 82 obtained obtain VERB eurjchem-75 64 83     SPACE eurjchem-75 64 84 after after SCONJ eurjchem-75 64 85     SPACE eurjchem-75 64 86 cooling cooling NOUN eurjchem-75 64 87     SPACE eurjchem-75 64 88 was be AUX eurjchem-75 64 89     SPACE eurjchem-75 64 90 filtered filter VERB eurjchem-75 64 91     SPACE eurjchem-75 64 92 and and CCONJ eurjchem-75 64 93     SPACE eurjchem-75 64 94 recrystallized recrystallize VERB eurjchem-75 64 95     SPACE eurjchem-75 64 96 from from ADP eurjchem-75 64 97     SPACE eurjchem-75 64 98 ethanol ethanol NOUN eurjchem-75 64 99     SPACE eurjchem-75 64 100 to to PART eurjchem-75 64 101     SPACE eurjchem-75 64 102 give give VERB eurjchem-75 64 103     SPACE eurjchem-75 64 104 8 8 NUM eurjchem-75 64 105     SPACE eurjchem-75 64 106 as as ADP eurjchem-75 64 107     SPACE eurjchem-75 64 108 pale pale ADJ eurjchem-75 64 109     SPACE eurjchem-75 64 110 yellow yellow ADJ eurjchem-75 64 111     SPACE eurjchem-75 64 112 crystals crystal NOUN eurjchem-75 64 113 , , PUNCT eurjchem-75 64 114     SPACE eurjchem-75 64 115 mp mp NOUN eurjchem-75 64 116     SPACE eurjchem-75 64 117 252 252 NUM eurjchem-75 64 118     SPACE eurjchem-75 64 119 oc oc NOUN eurjchem-75 64 120 , , PUNCT eurjchem-75 64 121     SPACE eurjchem-75 64 122 yield yield NOUN eurjchem-75 64 123     SPACE eurjchem-75 64 124 0.36 0.36 NUM eurjchem-75 64 125     SPACE eurjchem-75 64 126 g g NOUN eurjchem-75 64 127     SPACE eurjchem-75 64 128 ( ( PUNCT eurjchem-75 64 129 48 48 NUM eurjchem-75 64 130 % % NOUN eurjchem-75 64 131 ) ) PUNCT eurjchem-75 64 132 . . PUNCT eurjchem-75 64 133     SPACE eurjchem-75 65 1 ir ir VERB eurjchem-75 65 2     SPACE eurjchem-75 65 3 ( ( PUNCT eurjchem-75 65 4 kbr kbr PROPN eurjchem-75 65 5 , , PUNCT eurjchem-75 65 6     SPACE eurjchem-75 65 7 cm‐1 cm‐1 NOUN eurjchem-75 65 8 ): ): PUNCT eurjchem-75 65 9     SPACE eurjchem-75 65 10 3270 3270 NUM eurjchem-75 65 11     SPACE eurjchem-75 65 12 ( ( PUNCT eurjchem-75 65 13 nh nh NOUN eurjchem-75 65 14 ) ) PUNCT eurjchem-75 65 15 , , PUNCT eurjchem-75 65 16     SPACE eurjchem-75 65 17 3036 3036 NUM eurjchem-75 65 18     SPACE eurjchem-75 65 19 ( ( PUNCT eurjchem-75 65 20 charom charom NOUN eurjchem-75 65 21 . . PUNCT eurjchem-75 65 22 ) ) PUNCT eurjchem-75 65 23 , , PUNCT eurjchem-75 65 24     SPACE eurjchem-75 65 25 2942 2942 NUM eurjchem-75 65 26 , , PUNCT eurjchem-75 65 27     SPACE eurjchem-75 65 28 2855 2855 NUM eurjchem-75 65 29     SPACE eurjchem-75 65 30 ( ( PUNCT eurjchem-75 65 31 ch3 ch3 PROPN eurjchem-75 65 32 ) ) PUNCT eurjchem-75 65 33 , , PUNCT eurjchem-75 65 34     SPACE eurjchem-75 65 35 1675 1675 NUM eurjchem-75 65 36     SPACE eurjchem-75 65 37 ( ( PUNCT eurjchem-75 65 38 c c X eurjchem-75 65 39 = = NOUN eurjchem-75 65 40 oamide oamide ADV eurjchem-75 65 41 ) ) PUNCT eurjchem-75 65 42 , , PUNCT eurjchem-75 65 43     SPACE eurjchem-75 65 44 1652 1652 NUM eurjchem-75 65 45     SPACE eurjchem-75 65 46 ( ( PUNCT eurjchem-75 65 47 c c NOUN eurjchem-75 65 48 = = NOUN eurjchem-75 65 49 oγ‐pyrone oγ‐pyrone NOUN eurjchem-75 65 50 ) ) PUNCT eurjchem-75 65 51 , , PUNCT eurjchem-75 65 52     SPACE eurjchem-75 65 53 1599 1599 NUM eurjchem-75 65 54     SPACE eurjchem-75 65 55 ( ( PUNCT eurjchem-75 65 56 c c NOUN eurjchem-75 65 57 = = SYM eurjchem-75 65 58 n n NUM eurjchem-75 65 59 ) ) PUNCT eurjchem-75 65 60 . . PUNCT eurjchem-75 65 61     SPACE eurjchem-75 65 62 1h 1h NUM eurjchem-75 65 63     SPACE eurjchem-75 65 64 nmr nmr NOUN eurjchem-75 65 65     SPACE eurjchem-75 65 66 ( ( PUNCT eurjchem-75 65 67 dmso dmso NOUN eurjchem-75 65 68 , , PUNCT eurjchem-75 65 69     SPACE eurjchem-75 65 70 δ δ PROPN eurjchem-75 65 71 ): ): PUNCT eurjchem-75 65 72     SPACE eurjchem-75 65 73 2.25 2.25 NUM eurjchem-75 65 74     SPACE eurjchem-75 65 75 ( ( PUNCT eurjchem-75 65 76 s s PROPN eurjchem-75 65 77 , , PUNCT eurjchem-75 65 78     SPACE eurjchem-75 65 79 3h 3h NUM eurjchem-75 65 80 , , PUNCT eurjchem-75 65 81     SPACE eurjchem-75 65 82 ch3 ch3 PROPN eurjchem-75 65 83 ) ) PUNCT eurjchem-75 65 84 , , PUNCT eurjchem-75 65 85     SPACE eurjchem-75 65 86 3.61 3.61 NUM eurjchem-75 65 87     SPACE eurjchem-75 65 88 ( ( PUNCT eurjchem-75 65 89 d d NOUN eurjchem-75 65 90 , , PUNCT eurjchem-75 65 91     SPACE eurjchem-75 65 92 2h 2h NUM eurjchem-75 65 93 , , PUNCT eurjchem-75 65 94     SPACE eurjchem-75 65 95 j j PROPN eurjchem-75 65 96     SPACE eurjchem-75 65 97 = = NOUN eurjchem-75 65 98     SPACE eurjchem-75 65 99 5.8 5.8 NUM eurjchem-75 65 100     SPACE eurjchem-75 65 101 hz hz VERB eurjchem-75 65 102 , , PUNCT eurjchem-75 65 103     SPACE eurjchem-75 65 104 h‐1 h‐1 PROPN eurjchem-75 65 105 ' ' PUNCT eurjchem-75 65 106 ) ) PUNCT eurjchem-75 65 107 , , PUNCT eurjchem-75 65 108     SPACE eurjchem-75 65 109 5.11‐5.18 5.11‐5.18 NUM eurjchem-75 65 110     SPACE eurjchem-75 65 111 ( ( PUNCT eurjchem-75 65 112 m m PROPN eurjchem-75 65 113 , , PUNCT eurjchem-75 65 114     SPACE eurjchem-75 65 115 2h 2h NUM eurjchem-75 65 116 , , PUNCT eurjchem-75 65 117     SPACE eurjchem-75 65 118 h‐3 h‐3 NOUN eurjchem-75 65 119 ' ' PUNCT eurjchem-75 65 120 ) ) PUNCT eurjchem-75 65 121 , , PUNCT eurjchem-75 65 122     SPACE eurjchem-75 65 123 6.01‐6.07 6.01‐6.07 NOUN eurjchem-75 65 124     SPACE eurjchem-75 65 125 ( ( PUNCT eurjchem-75 65 126 m m PROPN eurjchem-75 65 127 , , PUNCT eurjchem-75 65 128     SPACE eurjchem-75 65 129 1h 1h NUM eurjchem-75 65 130 , , PUNCT eurjchem-75 65 131     SPACE eurjchem-75 65 132 h‐2 h‐2 NOUN eurjchem-75 65 133 ' ' PUNCT eurjchem-75 65 134 ) ) PUNCT eurjchem-75 65 135 , , PUNCT eurjchem-75 65 136     SPACE eurjchem-75 65 137 7.25‐7.84 7.25‐7.84 NUM eurjchem-75 65 138     SPACE eurjchem-75 65 139 ( ( PUNCT eurjchem-75 65 140 m m PROPN eurjchem-75 65 141 , , PUNCT eurjchem-75 65 142     SPACE eurjchem-75 65 143 7h 7h PROPN eurjchem-75 65 144 , , PUNCT eurjchem-75 65 145     SPACE eurjchem-75 65 146 ar‐h ar‐h NOUN eurjchem-75 65 147 ) ) PUNCT eurjchem-75 65 148 , , PUNCT eurjchem-75 65 149     SPACE eurjchem-75 65 150 8.18 8.18 NUM eurjchem-75 65 151     SPACE eurjchem-75 65 152 ( ( PUNCT eurjchem-75 65 153 d d PROPN eurjchem-75 65 154 , , PUNCT eurjchem-75 65 155     SPACE eurjchem-75 65 156 1h 1h NUM eurjchem-75 65 157 , , PUNCT eurjchem-75 65 158     SPACE eurjchem-75 65 159 j j PROPN eurjchem-75 65 160     SPACE eurjchem-75 66 1 = = NOUN eurjchem-75 66 2     SPACE eurjchem-75 66 3 7.4 7.4 NUM eurjchem-75 66 4     SPACE eurjchem-75 66 5 hz hz VERB eurjchem-75 66 6 , , PUNCT eurjchem-75 66 7     SPACE eurjchem-75 66 8 h‐6 h‐6 NOUN eurjchem-75 66 9 ) ) PUNCT eurjchem-75 66 10 , , PUNCT eurjchem-75 66 11     SPACE eurjchem-75 66 12 8.70 8.70 NUM eurjchem-75 66 13     SPACE eurjchem-75 66 14 ( ( PUNCT eurjchem-75 66 15 s s PROPN eurjchem-75 66 16 , , PUNCT eurjchem-75 66 17     SPACE eurjchem-75 66 18 1h 1h NUM eurjchem-75 66 19 , , PUNCT eurjchem-75 66 20     SPACE eurjchem-75 66 21 h‐4 h‐4 NOUN eurjchem-75 66 22 ) ) PUNCT eurjchem-75 66 23 , , PUNCT eurjchem-75 66 24     SPACE eurjchem-75 66 25 11.32 11.32 NUM eurjchem-75 66 26     SPACE eurjchem-75 66 27 ( ( PUNCT eurjchem-75 66 28 bs bs PROPN eurjchem-75 66 29 , , PUNCT eurjchem-75 66 30     SPACE eurjchem-75 66 31 1h 1h NUM eurjchem-75 66 32 , , PUNCT eurjchem-75 66 33     SPACE eurjchem-75 66 34 nh nh NOUN eurjchem-75 66 35     SPACE eurjchem-75 66 36 exchangeable exchangeable ADJ eurjchem-75 66 37     SPACE eurjchem-75 66 38 with with ADP eurjchem-75 66 39     SPACE eurjchem-75 66 40 d2o d2o NOUN eurjchem-75 66 41 ) ) PUNCT eurjchem-75 66 42 . . PUNCT eurjchem-75 66 43     SPACE eurjchem-75 67 1 m m VERB eurjchem-75 67 2 / / SYM eurjchem-75 67 3 z z NOUN eurjchem-75 67 4     SPACE eurjchem-75 67 5 ( ( PUNCT eurjchem-75 67 6 i i PRON eurjchem-75 67 7     SPACE eurjchem-75 67 8 % % NOUN eurjchem-75 67 9 ): ): PUNCT eurjchem-75 67 10     SPACE eurjchem-75 67 11 370 370 NUM eurjchem-75 67 12     SPACE eurjchem-75 67 13 ( ( PUNCT eurjchem-75 67 14 11 11 NUM eurjchem-75 67 15 ) ) PUNCT eurjchem-75 67 16 , , PUNCT eurjchem-75 67 17     SPACE eurjchem-75 67 18 278 278 NUM eurjchem-75 67 19     SPACE eurjchem-75 67 20 ( ( PUNCT eurjchem-75 67 21 50 50 NUM eurjchem-75 67 22 ) ) PUNCT eurjchem-75 67 23 , , PUNCT eurjchem-75 67 24     SPACE eurjchem-75 67 25 250 250 NUM eurjchem-75 67 26     SPACE eurjchem-75 67 27 ( ( PUNCT eurjchem-75 67 28 21 21 NUM eurjchem-75 67 29 ) ) PUNCT eurjchem-75 67 30 , , PUNCT eurjchem-75 67 31     SPACE eurjchem-75 67 32 222 222 NUM eurjchem-75 67 33     SPACE eurjchem-75 67 34 ( ( PUNCT eurjchem-75 67 35 26 26 NUM eurjchem-75 67 36 ) ) PUNCT eurjchem-75 67 37 , , PUNCT eurjchem-75 67 38     SPACE eurjchem-75 67 39 143 143 NUM eurjchem-75 67 40     SPACE eurjchem-75 67 41 ( ( PUNCT eurjchem-75 67 42 7 7 NUM eurjchem-75 67 43 ) ) PUNCT eurjchem-75 67 44 , , PUNCT eurjchem-75 67 45     SPACE eurjchem-75 67 46 133 133 NUM eurjchem-75 67 47     SPACE eurjchem-75 67 48 ( ( PUNCT eurjchem-75 67 49 9 9 NUM eurjchem-75 67 50 ) ) PUNCT eurjchem-75 67 51 , , PUNCT eurjchem-75 67 52     SPACE eurjchem-75 67 53 116 116 NUM eurjchem-75 67 54     SPACE eurjchem-75 67 55 ( ( PUNCT eurjchem-75 67 56 15 15 NUM eurjchem-75 67 57 ) ) PUNCT eurjchem-75 67 58 , , PUNCT eurjchem-75 67 59     SPACE eurjchem-75 67 60 92 92 NUM eurjchem-75 67 61     SPACE eurjchem-75 67 62 ( ( PUNCT eurjchem-75 67 63 72 72 NUM eurjchem-75 67 64 ) ) PUNCT eurjchem-75 67 65 , , PUNCT eurjchem-75 67 66     SPACE eurjchem-75 67 67 77 77 NUM eurjchem-75 67 68     SPACE eurjchem-75 67 69 ( ( PUNCT eurjchem-75 67 70 100 100 NUM eurjchem-75 67 71 ) ) PUNCT eurjchem-75 67 72 , , PUNCT eurjchem-75 67 73     SPACE eurjchem-75 67 74 65 65 NUM eurjchem-75 67 75     SPACE eurjchem-75 67 76 ( ( PUNCT eurjchem-75 67 77 46 46 NUM eurjchem-75 67 78 ) ) PUNCT eurjchem-75 67 79 . . PUNCT eurjchem-75 67 80     SPACE eurjchem-75 68 1 anal anal ADJ eurjchem-75 68 2 . . PUNCT eurjchem-75 68 3     SPACE eurjchem-75 68 4 calcd calcd NOUN eurjchem-75 68 5     SPACE eurjchem-75 68 6 for for ADP eurjchem-75 68 7     SPACE eurjchem-75 68 8 c23h18n2o3 c23h18n2o3 PROPN eurjchem-75 68 9     SPACE eurjchem-75 68 10 ( ( PUNCT eurjchem-75 68 11 370.41 370.41 NUM eurjchem-75 68 12 ): ): PUNCT eurjchem-75 68 13     SPACE eurjchem-75 68 14 c c NOUN eurjchem-75 68 15 , , PUNCT eurjchem-75 68 16     SPACE eurjchem-75 68 17 74.58 74.58 NUM eurjchem-75 68 18 ; ; PUNCT eurjchem-75 68 19     SPACE eurjchem-75 68 20 h h NOUN eurjchem-75 68 21 , , PUNCT eurjchem-75 68 22     SPACE eurjchem-75 68 23 4.90 4.90 NUM eurjchem-75 68 24 ; ; PUNCT eurjchem-75 68 25     SPACE eurjchem-75 68 26 n n CCONJ eurjchem-75 68 27 , , PUNCT eurjchem-75 68 28     SPACE eurjchem-75 68 29 7.56 7.56 NUM eurjchem-75 68 30 . . PUNCT eurjchem-75 68 31     SPACE eurjchem-75 68 32 found find VERB eurjchem-75 68 33     SPACE eurjchem-75 68 34 c c NOUN eurjchem-75 68 35 , , PUNCT eurjchem-75 68 36     SPACE eurjchem-75 68 37 74.52 74.52 NUM eurjchem-75 68 38 ; ; PUNCT eurjchem-75 68 39     SPACE eurjchem-75 68 40 h h NOUN eurjchem-75 68 41 , , PUNCT eurjchem-75 68 42     SPACE eurjchem-75 68 43 4.85 4.85 NUM eurjchem-75 68 44 ; ; PUNCT eurjchem-75 68 45     SPACE eurjchem-75 68 46 n n CCONJ eurjchem-75 68 47 , , PUNCT eurjchem-75 68 48     SPACE eurjchem-75 68 49 7.49 7.49 NUM eurjchem-75 68 50 . . PUNCT eurjchem-75 68 51               SPACE eurjchem-75 68 52 2.10 2.10 NUM eurjchem-75 68 53 . . PUNCT eurjchem-75 68 54     SPACE eurjchem-75 69 1 9­allyl­2­anilino­chromeno[2,3­b][1,3]thiazolo[5,4­ 9­allyl­2­anilino­chromeno[2,3­b][1,3]thiazolo[5,4­ NUM eurjchem-75 69 2 e]pyridin­10­one e]pyridin­10­one NOUN eurjchem-75 69 3     SPACE eurjchem-75 69 4 ( ( PUNCT eurjchem-75 69 5 13 13 NUM eurjchem-75 69 6 ) ) PUNCT eurjchem-75 69 7         SPACE eurjchem-75 69 8 a a DET eurjchem-75 69 9     SPACE eurjchem-75 69 10 mixture mixture NOUN eurjchem-75 69 11     SPACE eurjchem-75 69 12 of of ADP eurjchem-75 69 13     SPACE eurjchem-75 69 14 1 1 NUM eurjchem-75 69 15     SPACE eurjchem-75 69 16 ( ( PUNCT eurjchem-75 69 17 0.458 0.458 NUM eurjchem-75 69 18     SPACE eurjchem-75 69 19 g g NOUN eurjchem-75 69 20 , , PUNCT eurjchem-75 69 21     SPACE eurjchem-75 69 22 3 3 NUM eurjchem-75 69 23     SPACE eurjchem-75 69 24 mmol mmol NOUN eurjchem-75 69 25 ) ) PUNCT eurjchem-75 69 26     SPACE eurjchem-75 69 27 and and CCONJ eurjchem-75 69 28     SPACE eurjchem-75 69 29 2‐phenylimino‐1,3‐ 2‐phenylimino‐1,3‐ PROPN eurjchem-75 69 30 thiazolidin‐4‐one thiazolidin‐4‐one NUM eurjchem-75 69 31     SPACE eurjchem-75 69 32 ( ( PUNCT eurjchem-75 69 33 9 9 NUM eurjchem-75 69 34 ) ) PUNCT eurjchem-75 69 35     SPACE eurjchem-75 69 36 ( ( PUNCT eurjchem-75 69 37 0.384 0.384 NUM eurjchem-75 69 38     SPACE eurjchem-75 69 39 g g NOUN eurjchem-75 69 40 , , PUNCT eurjchem-75 69 41     SPACE eurjchem-75 69 42 2 2 NUM eurjchem-75 69 43     SPACE eurjchem-75 69 44 mmol mmol NOUN eurjchem-75 69 45 ) ) PUNCT eurjchem-75 69 46 , , PUNCT eurjchem-75 69 47     SPACE eurjchem-75 69 48 in in ADP eurjchem-75 69 49     SPACE eurjchem-75 69 50 absolute absolute ADJ eurjchem-75 69 51     SPACE eurjchem-75 69 52 ethanol ethanol NOUN eurjchem-75 69 53     SPACE eurjchem-75 69 54 ( ( PUNCT eurjchem-75 69 55 20 20 NUM eurjchem-75 69 56     SPACE eurjchem-75 69 57 ml ml NOUN eurjchem-75 69 58 ) ) PUNCT eurjchem-75 69 59     SPACE eurjchem-75 69 60 and and CCONJ eurjchem-75 69 61     SPACE eurjchem-75 69 62 dbu dbu NOUN eurjchem-75 69 63     SPACE eurjchem-75 69 64 ( ( PUNCT eurjchem-75 69 65 0.1 0.1 NUM eurjchem-75 69 66     SPACE eurjchem-75 69 67 ml ml NOUN eurjchem-75 69 68 ) ) PUNCT eurjchem-75 69 69 , , PUNCT eurjchem-75 69 70     SPACE eurjchem-75 69 71 was be AUX eurjchem-75 69 72     SPACE eurjchem-75 69 73 refluxed refluxe VERB eurjchem-75 69 74     SPACE eurjchem-75 69 75 for for ADP eurjchem-75 69 76     SPACE eurjchem-75 69 77 30 30 NUM eurjchem-75 69 78     SPACE eurjchem-75 69 79 min min NOUN eurjchem-75 69 80 . . PROPN eurjchem-75 69 81     SPACE eurjchem-75 69 82 the the DET eurjchem-75 69 83     SPACE eurjchem-75 69 84 solid solid NOUN eurjchem-75 69 85     SPACE eurjchem-75 69 86 obtained obtain VERB eurjchem-75 69 87     SPACE eurjchem-75 69 88 during during ADP eurjchem-75 69 89     SPACE eurjchem-75 69 90 heating heating NOUN eurjchem-75 69 91     SPACE eurjchem-75 69 92 was be AUX eurjchem-75 69 93     SPACE eurjchem-75 69 94 filtered filter VERB eurjchem-75 69 95     SPACE eurjchem-75 69 96 and and CCONJ eurjchem-75 69 97     SPACE eurjchem-75 69 98 recrystallized recrystallize VERB eurjchem-75 69 99     SPACE eurjchem-75 69 100 from from ADP eurjchem-75 69 101     SPACE eurjchem-75 69 102 dmf dmf PROPN eurjchem-75 69 103 / / SYM eurjchem-75 69 104 etoh etoh NOUN eurjchem-75 69 105     SPACE eurjchem-75 69 106 to to PART eurjchem-75 69 107     SPACE eurjchem-75 69 108 give give VERB eurjchem-75 69 109     SPACE eurjchem-75 69 110 13 13 NUM eurjchem-75 69 111     SPACE eurjchem-75 69 112 as as ADP eurjchem-75 69 113     SPACE eurjchem-75 69 114 pale pale ADJ eurjchem-75 69 115     SPACE eurjchem-75 69 116 brown brown ADJ eurjchem-75 69 117     SPACE eurjchem-75 69 118 crystals crystal NOUN eurjchem-75 69 119 , , PUNCT eurjchem-75 69 120     SPACE eurjchem-75 69 121 mp mp NOUN eurjchem-75 69 122     SPACE eurjchem-75 69 123 > > X eurjchem-75 69 124     SPACE eurjchem-75 69 125 310 310 NUM eurjchem-75 69 126     SPACE eurjchem-75 69 127 oc oc NOUN eurjchem-75 69 128 , , PUNCT eurjchem-75 69 129     SPACE eurjchem-75 69 130 yield yield NOUN eurjchem-75 69 131     SPACE eurjchem-75 69 132 0.38 0.38 NUM eurjchem-75 69 133     SPACE eurjchem-75 69 134 g g NOUN eurjchem-75 69 135     SPACE eurjchem-75 69 136 ( ( PUNCT eurjchem-75 69 137 49 49 NUM eurjchem-75 69 138     SPACE eurjchem-75 69 139 % % NOUN eurjchem-75 69 140 ) ) PUNCT eurjchem-75 69 141 . . PUNCT eurjchem-75 69 142     SPACE eurjchem-75 70 1 ir ir VERB eurjchem-75 70 2     SPACE eurjchem-75 70 3 ( ( PUNCT eurjchem-75 70 4 kbr kbr PROPN eurjchem-75 70 5 , , PUNCT eurjchem-75 70 6     SPACE eurjchem-75 70 7 cm‐1 cm‐1 NOUN eurjchem-75 70 8 ): ): PUNCT eurjchem-75 70 9     SPACE eurjchem-75 70 10 3380 3380 NUM eurjchem-75 70 11     SPACE eurjchem-75 70 12 ( ( PUNCT eurjchem-75 70 13 nh nh NOUN eurjchem-75 70 14 ) ) PUNCT eurjchem-75 70 15 , , PUNCT eurjchem-75 70 16     SPACE eurjchem-75 70 17 3055 3055 NUM eurjchem-75 70 18     SPACE eurjchem-75 70 19 ( ( PUNCT eurjchem-75 70 20 charom charom NOUN eurjchem-75 70 21 . . PUNCT eurjchem-75 70 22 ) ) PUNCT eurjchem-75 70 23 , , PUNCT eurjchem-75 70 24     SPACE eurjchem-75 70 25 1657 1657 NUM eurjchem-75 70 26     SPACE eurjchem-75 70 27 c c NOUN eurjchem-75 70 28 = = NOUN eurjchem-75 70 29 oγ‐pyrone oγ‐pyrone NOUN eurjchem-75 70 30 ) ) PUNCT eurjchem-75 70 31 , , PUNCT eurjchem-75 70 32     SPACE eurjchem-75 70 33 1612 1612 NUM eurjchem-75 70 34     SPACE eurjchem-75 70 35 ( ( PUNCT eurjchem-75 70 36 c c NOUN eurjchem-75 70 37 = = SYM eurjchem-75 70 38 n n NUM eurjchem-75 70 39 ) ) PUNCT eurjchem-75 70 40 . . PUNCT eurjchem-75 70 41     SPACE eurjchem-75 71 1 1h 1h NUM eurjchem-75 71 2     SPACE eurjchem-75 71 3 nmr nmr NOUN eurjchem-75 71 4     SPACE eurjchem-75 71 5 ( ( PUNCT eurjchem-75 71 6 dmso dmso NOUN eurjchem-75 71 7 , , PUNCT eurjchem-75 71 8     SPACE eurjchem-75 71 9 δ δ PROPN eurjchem-75 71 10 ): ): PUNCT eurjchem-75 71 11     SPACE eurjchem-75 71 12 3.67 3.67 NUM eurjchem-75 71 13     SPACE eurjchem-75 71 14 ( ( PUNCT eurjchem-75 71 15 2h 2h NUM eurjchem-75 71 16 , , PUNCT eurjchem-75 71 17     SPACE eurjchem-75 71 18 d d PROPN eurjchem-75 71 19 , , PUNCT eurjchem-75 71 20     SPACE eurjchem-75 71 21 j j PROPN eurjchem-75 71 22     SPACE eurjchem-75 71 23 = = NOUN eurjchem-75 71 24     SPACE eurjchem-75 71 25 6.3 6.3 NUM eurjchem-75 71 26     SPACE eurjchem-75 71 27 hz hz VERB eurjchem-75 71 28 , , PUNCT eurjchem-75 71 29     SPACE eurjchem-75 71 30 h‐1 h‐1 PROPN eurjchem-75 71 31 ' ' PUNCT eurjchem-75 71 32 ) ) PUNCT eurjchem-75 71 33 , , PUNCT eurjchem-75 71 34     SPACE eurjchem-75 71 35 5.10‐5.15 5.10‐5.15 NOUN eurjchem-75 71 36     SPACE eurjchem-75 71 37 ( ( PUNCT eurjchem-75 71 38 m m PROPN eurjchem-75 71 39 , , PUNCT eurjchem-75 71 40     SPACE eurjchem-75 71 41 2h 2h NUM eurjchem-75 71 42 , , PUNCT eurjchem-75 71 43     SPACE eurjchem-75 71 44 h‐3 h‐3 NOUN eurjchem-75 71 45 ' ' PUNCT eurjchem-75 71 46 ) ) PUNCT eurjchem-75 71 47 , , PUNCT eurjchem-75 71 48     SPACE eurjchem-75 71 49 6.04‐6.12 6.04‐6.12 NOUN eurjchem-75 71 50     SPACE eurjchem-75 71 51 ( ( PUNCT eurjchem-75 71 52 m m PROPN eurjchem-75 71 53 , , PUNCT eurjchem-75 71 54     SPACE eurjchem-75 71 55 1h 1h NUM eurjchem-75 71 56 , , PUNCT eurjchem-75 71 57     SPACE eurjchem-75 71 58 h‐2 h‐2 NOUN eurjchem-75 71 59 ' ' PUNCT eurjchem-75 71 60 ) ) PUNCT eurjchem-75 71 61 , , PUNCT eurjchem-75 71 62     SPACE eurjchem-75 71 63 7.39‐ 7.39‐ NUM eurjchem-75 71 64 8.14 8.14 NUM eurjchem-75 71 65     SPACE eurjchem-75 71 66 ( ( PUNCT eurjchem-75 71 67 m m PROPN eurjchem-75 71 68 , , PUNCT eurjchem-75 71 69     SPACE eurjchem-75 71 70 8h 8h NUM eurjchem-75 71 71 , , PUNCT eurjchem-75 71 72     SPACE eurjchem-75 71 73 ar‐h ar‐h NOUN eurjchem-75 71 74 ) ) PUNCT eurjchem-75 71 75 , , PUNCT eurjchem-75 71 76     SPACE eurjchem-75 71 77 8.38 8.38 NUM eurjchem-75 71 78     SPACE eurjchem-75 71 79 ( ( PUNCT eurjchem-75 71 80 s s PROPN eurjchem-75 71 81 , , PUNCT eurjchem-75 71 82     SPACE eurjchem-75 71 83 1h 1h NUM eurjchem-75 71 84 , , PUNCT eurjchem-75 71 85     SPACE eurjchem-75 71 86 h‐4 h‐4 NOUN eurjchem-75 71 87 ) ) PUNCT eurjchem-75 71 88 , , PUNCT eurjchem-75 71 89     SPACE eurjchem-75 71 90 9.54 9.54 NUM eurjchem-75 71 91     SPACE eurjchem-75 71 92 ( ( PUNCT eurjchem-75 71 93 bs bs PROPN eurjchem-75 71 94 , , PUNCT eurjchem-75 71 95     SPACE eurjchem-75 71 96 1h 1h NUM eurjchem-75 71 97 , , PUNCT eurjchem-75 71 98     SPACE eurjchem-75 71 99 nh nh NOUN eurjchem-75 71 100     SPACE eurjchem-75 71 101 exchangeable exchangeable NOUN eurjchem-75 71 102     SPACE eurjchem-75 71 103 with with ADP eurjchem-75 71 104     SPACE eurjchem-75 71 105 d2o d2o NOUN eurjchem-75 71 106 ) ) PUNCT eurjchem-75 71 107 . . PUNCT eurjchem-75 71 108     SPACE eurjchem-75 72 1 anal anal ADJ eurjchem-75 72 2 . . PUNCT eurjchem-75 72 3     SPACE eurjchem-75 72 4 calcd calcd NOUN eurjchem-75 72 5     SPACE eurjchem-75 72 6 for for ADP eurjchem-75 72 7     SPACE eurjchem-75 72 8 c22h15n3o2s c22h15n3o2 NOUN eurjchem-75 72 9     SPACE eurjchem-75 72 10 ( ( PUNCT eurjchem-75 72 11 385.45 385.45 NUM eurjchem-75 72 12 ): ): PUNCT eurjchem-75 72 13     SPACE eurjchem-75 72 14 c c NOUN eurjchem-75 72 15 , , PUNCT eurjchem-75 72 16     SPACE eurjchem-75 72 17 68.56 68.56 NUM eurjchem-75 72 18 ; ; PUNCT eurjchem-75 72 19     SPACE eurjchem-75 72 20 h h NOUN eurjchem-75 72 21 , , PUNCT eurjchem-75 72 22     SPACE eurjchem-75 72 23 3.92 3.92 NUM eurjchem-75 72 24 ; ; PUNCT eurjchem-75 72 25     SPACE eurjchem-75 72 26 n n CCONJ eurjchem-75 72 27 , , PUNCT eurjchem-75 72 28     SPACE eurjchem-75 72 29 10.90 10.90 NUM eurjchem-75 72 30 ; ; PUNCT eurjchem-75 72 31     SPACE eurjchem-75 72 32 s s PROPN eurjchem-75 72 33 , , PUNCT eurjchem-75 72 34     SPACE eurjchem-75 72 35 8.32 8.32 NUM eurjchem-75 72 36 . . PUNCT eurjchem-75 72 37     SPACE eurjchem-75 72 38 found find VERB eurjchem-75 72 39     SPACE eurjchem-75 72 40 c c NOUN eurjchem-75 72 41 , , PUNCT eurjchem-75 72 42     SPACE eurjchem-75 72 43 68.42 68.42 NUM eurjchem-75 72 44 ; ; PUNCT eurjchem-75 72 45     SPACE eurjchem-75 72 46 h h NOUN eurjchem-75 72 47 , , PUNCT eurjchem-75 72 48     SPACE eurjchem-75 72 49 3.81 3.81 NUM eurjchem-75 72 50 ; ; PUNCT eurjchem-75 72 51     SPACE eurjchem-75 72 52 n n CCONJ eurjchem-75 72 53 , , PUNCT eurjchem-75 72 54     SPACE eurjchem-75 72 55 10.79 10.79 NUM eurjchem-75 72 56 ; ; PUNCT eurjchem-75 72 57     SPACE eurjchem-75 72 58 s s PROPN eurjchem-75 72 59 , , PUNCT eurjchem-75 72 60     SPACE eurjchem-75 72 61 8.28 8.28 NUM eurjchem-75 72 62 . . PUNCT eurjchem-75 72 63         SPACE eurjchem-75 72 64 2.11 2.11 NUM eurjchem-75 72 65 . . PUNCT eurjchem-75 72 66     SPACE eurjchem-75 73 1 9­allyl­3­hydroxy­chromeno[2,3­b]pyrazolo[4,3­ 9­allyl­3­hydroxy­chromeno[2,3­b]pyrazolo[4,3­ PROPN eurjchem-75 73 2 e]pyridin­5(1h)­one e]pyridin­5(1h)­one NOUN eurjchem-75 73 3     SPACE eurjchem-75 73 4 ( ( PUNCT eurjchem-75 73 5 14 14 NUM eurjchem-75 73 6 ) ) PUNCT eurjchem-75 73 7         SPACE eurjchem-75 73 8 a a DET eurjchem-75 73 9     SPACE eurjchem-75 73 10 mixture mixture NOUN eurjchem-75 73 11     SPACE eurjchem-75 73 12 of of ADP eurjchem-75 73 13     SPACE eurjchem-75 73 14 1 1 NUM eurjchem-75 73 15     SPACE eurjchem-75 73 16 ( ( PUNCT eurjchem-75 73 17 0.458 0.458 NUM eurjchem-75 73 18     SPACE eurjchem-75 73 19 g g NOUN eurjchem-75 73 20 , , PUNCT eurjchem-75 73 21     SPACE eurjchem-75 73 22 2 2 NUM eurjchem-75 73 23     SPACE eurjchem-75 73 24 mmol mmol NOUN eurjchem-75 73 25 ) ) PUNCT eurjchem-75 73 26     SPACE eurjchem-75 73 27 and and CCONJ eurjchem-75 73 28     SPACE eurjchem-75 73 29 pyrazolidine‐3,5‐ pyrazolidine‐3,5‐ PROPN eurjchem-75 73 30 dione dione NOUN eurjchem-75 73 31     SPACE eurjchem-75 73 32 ( ( PUNCT eurjchem-75 73 33 10 10 NUM eurjchem-75 73 34 ) ) PUNCT eurjchem-75 73 35     SPACE eurjchem-75 73 36 ( ( PUNCT eurjchem-75 73 37 0.2 0.2 NUM eurjchem-75 73 38     SPACE eurjchem-75 73 39 g g NOUN eurjchem-75 73 40 , , PUNCT eurjchem-75 73 41     SPACE eurjchem-75 73 42 2 2 NUM eurjchem-75 73 43     SPACE eurjchem-75 73 44 mmol mmol NOUN eurjchem-75 73 45 ) ) PUNCT eurjchem-75 73 46 , , PUNCT eurjchem-75 73 47     SPACE eurjchem-75 73 48 in in ADP eurjchem-75 73 49     SPACE eurjchem-75 73 50 absolute absolute ADJ eurjchem-75 73 51     SPACE eurjchem-75 73 52 ethanol ethanol NOUN eurjchem-75 73 53     SPACE eurjchem-75 73 54 ( ( PUNCT eurjchem-75 73 55 20 20 NUM eurjchem-75 73 56     SPACE eurjchem-75 73 57 ml ml NOUN eurjchem-75 73 58 ) ) PUNCT eurjchem-75 73 59     SPACE eurjchem-75 73 60 and and CCONJ eurjchem-75 73 61     SPACE eurjchem-75 73 62 dbu dbu NOUN eurjchem-75 73 63     SPACE eurjchem-75 73 64 ( ( PUNCT eurjchem-75 73 65 0.1 0.1 NUM eurjchem-75 73 66     SPACE eurjchem-75 73 67 ml ml NOUN eurjchem-75 73 68 ) ) PUNCT eurjchem-75 73 69 , , PUNCT eurjchem-75 73 70     SPACE eurjchem-75 73 71 was be AUX eurjchem-75 73 72     SPACE eurjchem-75 73 73 refluxed refluxe VERB eurjchem-75 73 74     SPACE eurjchem-75 73 75 for for ADP eurjchem-75 73 76     SPACE eurjchem-75 73 77 15 15 NUM eurjchem-75 73 78     SPACE eurjchem-75 73 79 min min NOUN eurjchem-75 73 80 . . PROPN eurjchem-75 73 81     SPACE eurjchem-75 73 82 the the DET eurjchem-75 73 83     SPACE eurjchem-75 73 84 yellow yellow ADJ eurjchem-75 73 85     SPACE eurjchem-75 73 86 crystals crystal NOUN eurjchem-75 73 87     SPACE eurjchem-75 73 88 obtained obtain VERB eurjchem-75 73 89     SPACE eurjchem-75 73 90 during during ADP eurjchem-75 73 91     SPACE eurjchem-75 73 92 heating heating NOUN eurjchem-75 73 93     SPACE eurjchem-75 73 94 was be AUX eurjchem-75 73 95     SPACE eurjchem-75 73 96 filtered filter VERB eurjchem-75 73 97     SPACE eurjchem-75 73 98 and and CCONJ eurjchem-75 73 99     SPACE eurjchem-75 73 100 recrystallized recrystallize VERB eurjchem-75 73 101     SPACE eurjchem-75 73 102 from from ADP eurjchem-75 73 103     SPACE eurjchem-75 73 104 dmf dmf PROPN eurjchem-75 73 105 / / SYM eurjchem-75 73 106 h2o h2o PROPN eurjchem-75 73 107     SPACE eurjchem-75 73 108 to to PART eurjchem-75 73 109     SPACE eurjchem-75 73 110 give give VERB eurjchem-75 73 111     SPACE eurjchem-75 73 112 14 14 NUM eurjchem-75 73 113 , , PUNCT eurjchem-75 73 114     SPACE eurjchem-75 73 115 mp mp NOUN eurjchem-75 73 116     SPACE eurjchem-75 73 117 > > X eurjchem-75 73 118     SPACE eurjchem-75 73 119 310 310 NUM eurjchem-75 73 120     SPACE eurjchem-75 73 121 oc oc NOUN eurjchem-75 73 122 , , PUNCT eurjchem-75 73 123     SPACE eurjchem-75 73 124 yield yield NOUN eurjchem-75 73 125     SPACE eurjchem-75 73 126 0.35 0.35 NUM eurjchem-75 73 127     SPACE eurjchem-75 73 128 g g NOUN eurjchem-75 73 129     SPACE eurjchem-75 73 130 ( ( PUNCT eurjchem-75 73 131 60 60 NUM eurjchem-75 73 132 % % NOUN eurjchem-75 73 133 ) ) PUNCT eurjchem-75 73 134 . . PUNCT eurjchem-75 73 135     SPACE eurjchem-75 74 1 ir ir VERB eurjchem-75 74 2     SPACE eurjchem-75 74 3 ( ( PUNCT eurjchem-75 74 4 kbr kbr PROPN eurjchem-75 74 5 , , PUNCT eurjchem-75 74 6     SPACE eurjchem-75 74 7 cm‐1 cm‐1 NOUN eurjchem-75 74 8 ): ): PUNCT eurjchem-75 74 9     SPACE eurjchem-75 74 10 3347 3347 NUM eurjchem-75 74 11     SPACE eurjchem-75 74 12 ( ( PUNCT eurjchem-75 74 13 oh oh INTJ eurjchem-75 74 14 ) ) PUNCT eurjchem-75 74 15 , , PUNCT eurjchem-75 74 16     SPACE eurjchem-75 74 17 3215 3215 NUM eurjchem-75 74 18     SPACE eurjchem-75 74 19 ( ( PUNCT eurjchem-75 74 20 nh nh NOUN eurjchem-75 74 21 ) ) PUNCT eurjchem-75 74 22 , , PUNCT eurjchem-75 74 23     SPACE eurjchem-75 74 24 3047 3047 NUM eurjchem-75 74 25     SPACE eurjchem-75 74 26 ( ( PUNCT eurjchem-75 74 27 charom charom NOUN eurjchem-75 74 28 . . PUNCT eurjchem-75 74 29 ) ) PUNCT eurjchem-75 74 30 , , PUNCT eurjchem-75 74 31     SPACE eurjchem-75 74 32 1663 1663 NUM eurjchem-75 74 33     SPACE eurjchem-75 74 34 ( ( PUNCT eurjchem-75 74 35 c c NOUN eurjchem-75 74 36 = = NOUN eurjchem-75 74 37 oγ‐pyrone oγ‐pyrone NOUN eurjchem-75 74 38 ) ) PUNCT eurjchem-75 74 39 , , PUNCT eurjchem-75 74 40     SPACE eurjchem-75 74 41 1604 1604 NUM eurjchem-75 74 42     SPACE eurjchem-75 74 43 ( ( PUNCT eurjchem-75 74 44 c c NOUN eurjchem-75 74 45 = = SYM eurjchem-75 74 46 n n NUM eurjchem-75 74 47 ) ) PUNCT eurjchem-75 74 48 . . PUNCT eurjchem-75 74 49     SPACE eurjchem-75 74 50 1h 1h NUM eurjchem-75 74 51     SPACE eurjchem-75 74 52 nmr nmr NOUN eurjchem-75 74 53     SPACE eurjchem-75 74 54 ( ( PUNCT eurjchem-75 74 55 dmso dmso NOUN eurjchem-75 74 56 , , PUNCT eurjchem-75 74 57     SPACE eurjchem-75 74 58 δ δ PROPN eurjchem-75 74 59 ): ): PUNCT eurjchem-75 74 60     SPACE eurjchem-75 74 61 3.62 3.62 NUM eurjchem-75 74 62     SPACE eurjchem-75 74 63 ( ( PUNCT eurjchem-75 74 64 d d NOUN eurjchem-75 74 65 , , PUNCT eurjchem-75 74 66     SPACE eurjchem-75 74 67 2h 2h NUM eurjchem-75 74 68 , , PUNCT eurjchem-75 74 69     SPACE eurjchem-75 74 70 j j NOUN eurjchem-75 74 71     SPACE eurjchem-75 74 72 = = NOUN eurjchem-75 74 73     SPACE eurjchem-75 74 74 6.0 6.0 NUM eurjchem-75 74 75     SPACE eurjchem-75 74 76 hz hz VERB eurjchem-75 74 77 , , PUNCT eurjchem-75 74 78     SPACE eurjchem-75 74 79 h‐1 h‐1 PROPN eurjchem-75 74 80 ' ' PUNCT eurjchem-75 74 81 ) ) PUNCT eurjchem-75 74 82 , , PUNCT eurjchem-75 74 83     SPACE eurjchem-75 74 84 5.07‐5.10 5.07‐5.10 NUM eurjchem-75 74 85     SPACE eurjchem-75 74 86 ( ( PUNCT eurjchem-75 74 87 m m PROPN eurjchem-75 74 88 , , PUNCT eurjchem-75 74 89     SPACE eurjchem-75 74 90 2h 2h NUM eurjchem-75 74 91 , , PUNCT eurjchem-75 74 92     SPACE eurjchem-75 74 93 h‐3 h‐3 NOUN eurjchem-75 74 94 ' ' PUNCT eurjchem-75 74 95 ) ) PUNCT eurjchem-75 74 96 , , PUNCT eurjchem-75 74 97     SPACE eurjchem-75 74 98 6.02‐6.14 6.02‐6.14 NUM eurjchem-75 74 99     SPACE eurjchem-75 74 100 ( ( PUNCT eurjchem-75 74 101 m m PROPN eurjchem-75 74 102 , , PUNCT eurjchem-75 74 103     SPACE eurjchem-75 74 104 1h 1h NUM eurjchem-75 74 105 , , PUNCT eurjchem-75 74 106     SPACE eurjchem-75 74 107 h‐2 h‐2 NOUN eurjchem-75 74 108 ' ' PUNCT eurjchem-75 74 109 ) ) PUNCT eurjchem-75 74 110 , , PUNCT eurjchem-75 74 111     SPACE eurjchem-75 74 112 7.53 7.53 NUM eurjchem-75 74 113     SPACE eurjchem-75 74 114 ( ( PUNCT eurjchem-75 74 115 t t PROPN eurjchem-75 74 116 , , PUNCT eurjchem-75 74 117     SPACE eurjchem-75 74 118 1h 1h NUM eurjchem-75 74 119 , , PUNCT eurjchem-75 74 120     SPACE eurjchem-75 74 121 j j PROPN eurjchem-75 74 122     SPACE eurjchem-75 74 123 = = VERB eurjchem-75 74 124     SPACE eurjchem-75 74 125 7.2 7.2 NUM eurjchem-75 74 126     SPACE eurjchem-75 74 127 hz hz VERB eurjchem-75 74 128 , , PUNCT eurjchem-75 74 129     SPACE eurjchem-75 74 130 h‐7 h‐7 NOUN eurjchem-75 74 131 ) ) PUNCT eurjchem-75 74 132 , , PUNCT eurjchem-75 74 133     SPACE eurjchem-75 74 134 7.60 7.60 NUM eurjchem-75 74 135     SPACE eurjchem-75 74 136 ( ( PUNCT eurjchem-75 74 137 d d PROPN eurjchem-75 74 138 , , PUNCT eurjchem-75 74 139     SPACE eurjchem-75 74 140 1h 1h NUM eurjchem-75 74 141 , , PUNCT eurjchem-75 74 142     SPACE eurjchem-75 74 143 j j PROPN eurjchem-75 74 144     SPACE eurjchem-75 75 1 = = NOUN eurjchem-75 75 2     SPACE eurjchem-75 75 3 7.2 7.2 NUM eurjchem-75 75 4     SPACE eurjchem-75 75 5 hz hz VERB eurjchem-75 75 6 , , PUNCT eurjchem-75 75 7     SPACE eurjchem-75 75 8 h‐8 h‐8 NOUN eurjchem-75 75 9 ) ) PUNCT eurjchem-75 75 10 , , PUNCT eurjchem-75 75 11     SPACE eurjchem-75 75 12 8.21 8.21 NUM eurjchem-75 75 13     SPACE eurjchem-75 75 14 ( ( PUNCT eurjchem-75 75 15 d d PROPN eurjchem-75 75 16 , , PUNCT eurjchem-75 75 17     SPACE eurjchem-75 75 18 1h 1h NUM eurjchem-75 75 19 , , PUNCT eurjchem-75 75 20     SPACE eurjchem-75 75 21 j j PROPN eurjchem-75 75 22     SPACE eurjchem-75 76 1 = = NOUN eurjchem-75 76 2     SPACE eurjchem-75 76 3 7.4 7.4 NUM eurjchem-75 76 4     SPACE eurjchem-75 76 5 hz hz VERB eurjchem-75 76 6 , , PUNCT eurjchem-75 76 7     SPACE eurjchem-75 76 8 h‐6 h‐6 NOUN eurjchem-75 76 9 ) ) PUNCT eurjchem-75 76 10 , , PUNCT eurjchem-75 76 11     SPACE eurjchem-75 76 12 8.74 8.74 NUM eurjchem-75 76 13     SPACE eurjchem-75 76 14 ( ( PUNCT eurjchem-75 76 15 s s PROPN eurjchem-75 76 16 , , PUNCT eurjchem-75 76 17     SPACE eurjchem-75 76 18 1h 1h NUM eurjchem-75 76 19 , , PUNCT eurjchem-75 76 20     SPACE eurjchem-75 76 21 h‐4 h‐4 NOUN eurjchem-75 76 22 ) ) PUNCT eurjchem-75 76 23 , , PUNCT eurjchem-75 76 24     SPACE eurjchem-75 76 25 9.64 9.64 NUM eurjchem-75 76 26     SPACE eurjchem-75 76 27 ( ( PUNCT eurjchem-75 76 28 s s PROPN eurjchem-75 76 29 , , PUNCT eurjchem-75 76 30     SPACE eurjchem-75 76 31 1h 1h NUM eurjchem-75 76 32 , , PUNCT eurjchem-75 76 33     SPACE eurjchem-75 76 34 nh nh NOUN eurjchem-75 76 35     SPACE eurjchem-75 76 36 exchangeable exchangeable NOUN eurjchem-75 76 37     SPACE eurjchem-75 76 38 with with ADP eurjchem-75 76 39     SPACE eurjchem-75 76 40 d2o d2o NOUN eurjchem-75 76 41 ) ) PUNCT eurjchem-75 76 42 , , PUNCT eurjchem-75 76 43     SPACE eurjchem-75 76 44 12.42 12.42 NUM eurjchem-75 76 45     SPACE eurjchem-75 76 46 ( ( PUNCT eurjchem-75 76 47 s s PROPN eurjchem-75 76 48 , , PUNCT eurjchem-75 76 49     SPACE eurjchem-75 76 50 1h 1h NUM eurjchem-75 76 51 , , PUNCT eurjchem-75 76 52     SPACE eurjchem-75 77 1 oh oh NOUN eurjchem-75 77 2     SPACE eurjchem-75 77 3 exchangeable exchangeable ADJ eurjchem-75 77 4     SPACE eurjchem-75 77 5 with with ADP eurjchem-75 77 6     SPACE eurjchem-75 77 7 d2o d2o NOUN eurjchem-75 77 8 ) ) PUNCT eurjchem-75 77 9 . . PUNCT eurjchem-75 77 10     SPACE eurjchem-75 78 1 anal anal ADJ eurjchem-75 78 2 . . PUNCT eurjchem-75 78 3     SPACE eurjchem-75 78 4 calcd calcd NOUN eurjchem-75 78 5     SPACE eurjchem-75 78 6 for for ADP eurjchem-75 78 7     SPACE eurjchem-75 78 8 c16h11n3o3 c16h11n3o3 PROPN eurjchem-75 78 9     SPACE eurjchem-75 78 10 ( ( PUNCT eurjchem-75 78 11 293.28 293.28 NUM eurjchem-75 78 12 ): ): PUNCT eurjchem-75 78 13     SPACE eurjchem-75 78 14 c c NOUN eurjchem-75 78 15 , , PUNCT eurjchem-75 78 16     SPACE eurjchem-75 78 17 65.53 65.53 NUM eurjchem-75 78 18 ; ; PUNCT eurjchem-75 78 19     SPACE eurjchem-75 78 20 h h NOUN eurjchem-75 78 21 , , PUNCT eurjchem-75 78 22     SPACE eurjchem-75 78 23 3.78 3.78 NUM eurjchem-75 78 24 ; ; PUNCT eurjchem-75 78 25     SPACE eurjchem-75 78 26 n n CCONJ eurjchem-75 78 27 , , PUNCT eurjchem-75 78 28     SPACE eurjchem-75 78 29 14.33 14.33 NUM eurjchem-75 78 30 . . PUNCT eurjchem-75 78 31     SPACE eurjchem-75 78 32 found find VERB eurjchem-75 78 33     SPACE eurjchem-75 78 34 c c NOUN eurjchem-75 78 35 , , PUNCT eurjchem-75 78 36     SPACE eurjchem-75 78 37 65.38 65.38 NUM eurjchem-75 78 38 ; ; PUNCT eurjchem-75 78 39     SPACE eurjchem-75 78 40 h h NOUN eurjchem-75 78 41 , , PUNCT eurjchem-75 78 42     SPACE eurjchem-75 78 43 3.74 3.74 NUM eurjchem-75 78 44 ; ; PUNCT eurjchem-75 78 45     SPACE eurjchem-75 78 46 n n CCONJ eurjchem-75 78 47 , , PUNCT eurjchem-75 78 48     SPACE eurjchem-75 78 49 14.27 14.27 NUM eurjchem-75 78 50 . . PUNCT eurjchem-75 78 51         SPACE eurjchem-75 78 52 2.12 2.12 NUM eurjchem-75 78 53 . . PUNCT eurjchem-75 78 54     SPACE eurjchem-75 79 1 10­allyl­2,2­dimethyl­1,3­dihydro­chromeno[2,3­ 10­allyl­2,2­dimethyl­1,3­dihydro­chromeno[2,3­ NUM eurjchem-75 79 2 b]quinoline­4,6(4h,6h)­dione b]quinoline­4,6(4h,6h)­dione NOUN eurjchem-75 79 3     SPACE eurjchem-75 79 4 ( ( PUNCT eurjchem-75 79 5 15 15 NUM eurjchem-75 79 6 ) ) PUNCT eurjchem-75 79 7         SPACE eurjchem-75 79 8 a a DET eurjchem-75 79 9     SPACE eurjchem-75 79 10 mixture mixture NOUN eurjchem-75 79 11     SPACE eurjchem-75 79 12 of of ADP eurjchem-75 79 13     SPACE eurjchem-75 79 14 1 1 NUM eurjchem-75 79 15     SPACE eurjchem-75 79 16 ( ( PUNCT eurjchem-75 79 17 0.458 0.458 NUM eurjchem-75 79 18     SPACE eurjchem-75 79 19 g g NOUN eurjchem-75 79 20 , , PUNCT eurjchem-75 79 21     SPACE eurjchem-75 79 22 2 2 NUM eurjchem-75 79 23     SPACE eurjchem-75 79 24 mmol mmol NOUN eurjchem-75 79 25 ) ) PUNCT eurjchem-75 79 26     SPACE eurjchem-75 79 27 and and CCONJ eurjchem-75 79 28     SPACE eurjchem-75 79 29 5,5‐dimethyl‐ 5,5‐dimethyl‐ NUM eurjchem-75 79 30 cyclohexane‐1,3‐dione cyclohexane‐1,3‐dione NOUN eurjchem-75 79 31     SPACE eurjchem-75 79 32 ( ( PUNCT eurjchem-75 79 33 11 11 NUM eurjchem-75 79 34 ) ) PUNCT eurjchem-75 79 35         SPACE eurjchem-75 79 36 ( ( PUNCT eurjchem-75 79 37 0.28 0.28 NUM eurjchem-75 79 38     SPACE eurjchem-75 79 39 g g NOUN eurjchem-75 79 40 , , PUNCT eurjchem-75 79 41     SPACE eurjchem-75 79 42 2 2 NUM eurjchem-75 79 43     SPACE eurjchem-75 79 44 mmol mmol NOUN eurjchem-75 79 45 ) ) PUNCT eurjchem-75 79 46 , , PUNCT eurjchem-75 79 47     SPACE eurjchem-75 79 48 in in ADP eurjchem-75 79 49     SPACE eurjchem-75 79 50 absolute absolute ADJ eurjchem-75 79 51     SPACE eurjchem-75 79 52 ethanol ethanol NOUN eurjchem-75 79 53     SPACE eurjchem-75 79 54 ( ( PUNCT eurjchem-75 79 55 20 20 NUM eurjchem-75 79 56     SPACE eurjchem-75 79 57 ml ml NOUN eurjchem-75 79 58 ) ) PUNCT eurjchem-75 79 59     SPACE eurjchem-75 79 60 and and CCONJ eurjchem-75 79 61     SPACE eurjchem-75 79 62 dbu dbu PROPN eurjchem-75 79 63     SPACE eurjchem-75 79 64 ( ( PUNCT eurjchem-75 79 65 0.1 0.1 NUM eurjchem-75 79 66     SPACE eurjchem-75 79 67 ml ml NOUN eurjchem-75 79 68 ) ) PUNCT eurjchem-75 79 69 , , PUNCT eurjchem-75 79 70     SPACE eurjchem-75 79 71 was be AUX eurjchem-75 79 72     SPACE eurjchem-75 79 73 refluxed refluxe VERB eurjchem-75 79 74     SPACE eurjchem-75 79 75 for for ADP eurjchem-75 79 76     SPACE eurjchem-75 79 77 15 15 NUM eurjchem-75 79 78     SPACE eurjchem-75 79 79 min min NOUN eurjchem-75 79 80 . . PROPN eurjchem-75 79 81     SPACE eurjchem-75 79 82 the the DET eurjchem-75 79 83     SPACE eurjchem-75 79 84 white white ADJ eurjchem-75 79 85     SPACE eurjchem-75 79 86 crystals crystal NOUN eurjchem-75 79 87     SPACE eurjchem-75 79 88 obtained obtain VERB eurjchem-75 79 89     SPACE eurjchem-75 79 90 after after SCONJ eurjchem-75 79 91     SPACE eurjchem-75 79 92 cooling cooling NOUN eurjchem-75 79 93     SPACE eurjchem-75 79 94 was be AUX eurjchem-75 79 95     SPACE eurjchem-75 79 96 filtered filter VERB eurjchem-75 79 97     SPACE eurjchem-75 79 98 and and CCONJ eurjchem-75 79 99     SPACE eurjchem-75 79 100 recrystallized recrystallize VERB eurjchem-75 79 101     SPACE eurjchem-75 79 102 from from ADP eurjchem-75 79 103     SPACE eurjchem-75 79 104 dioxane dioxane NOUN eurjchem-75 79 105     SPACE eurjchem-75 79 106 to to PART eurjchem-75 79 107     SPACE eurjchem-75 79 108 give give VERB eurjchem-75 79 109     SPACE eurjchem-75 79 110 15 15 NUM eurjchem-75 79 111 , , PUNCT eurjchem-75 79 112     SPACE eurjchem-75 79 113 mp mp NOUN eurjchem-75 79 114     SPACE eurjchem-75 79 115 216 216 NUM eurjchem-75 79 116     SPACE eurjchem-75 79 117 oc oc NOUN eurjchem-75 79 118 , , PUNCT eurjchem-75 79 119     SPACE eurjchem-75 79 120 yield yield NOUN eurjchem-75 79 121     SPACE eurjchem-75 79 122 0.41 0.41 NUM eurjchem-75 79 123 g g NOUN eurjchem-75 79 124     SPACE eurjchem-75 79 125 ( ( PUNCT eurjchem-75 79 126 61 61 NUM eurjchem-75 79 127 % % NOUN eurjchem-75 79 128 ) ) PUNCT eurjchem-75 79 129 . . PUNCT eurjchem-75 79 130     SPACE eurjchem-75 80 1 ir ir VERB eurjchem-75 80 2     SPACE eurjchem-75 80 3 ( ( PUNCT eurjchem-75 80 4 kbr kbr PROPN eurjchem-75 80 5 , , PUNCT eurjchem-75 80 6     SPACE eurjchem-75 80 7 cm‐1 cm‐1 NOUN eurjchem-75 80 8 ): ): PUNCT eurjchem-75 80 9     SPACE eurjchem-75 80 10 3065 3065 NUM eurjchem-75 80 11     SPACE eurjchem-75 80 12 ( ( PUNCT eurjchem-75 80 13 charom charom NOUN eurjchem-75 80 14 . . PUNCT eurjchem-75 80 15 ) ) PUNCT eurjchem-75 80 16 , , PUNCT eurjchem-75 80 17     SPACE eurjchem-75 80 18 2947 2947 NUM eurjchem-75 80 19 , , PUNCT eurjchem-75 80 20     SPACE eurjchem-75 80 21 2915 2915 NUM eurjchem-75 80 22     SPACE eurjchem-75 80 23 2885 2885 NUM eurjchem-75 80 24     SPACE eurjchem-75 80 25 ( ( PUNCT eurjchem-75 80 26 ch2 ch2 PROPN eurjchem-75 80 27 , , PUNCT eurjchem-75 80 28     SPACE eurjchem-75 80 29 ch3 ch3 PROPN eurjchem-75 80 30 ) ) PUNCT eurjchem-75 80 31 , , PUNCT eurjchem-75 80 32     SPACE eurjchem-75 80 33 1680 1680 NUM eurjchem-75 80 34     SPACE eurjchem-75 80 35 ( ( PUNCT eurjchem-75 80 36 c c NOUN eurjchem-75 80 37 = = NOUN eurjchem-75 80 38 o o NOUN eurjchem-75 80 39 ) ) PUNCT eurjchem-75 80 40 , , PUNCT eurjchem-75 80 41     SPACE eurjchem-75 80 42 1660 1660 NUM eurjchem-75 80 43     SPACE eurjchem-75 80 44 ( ( PUNCT eurjchem-75 80 45 c c NOUN eurjchem-75 80 46 = = NOUN eurjchem-75 80 47 oγ‐pyrone oγ‐pyrone NOUN eurjchem-75 80 48 ) ) PUNCT eurjchem-75 80 49 , , PUNCT eurjchem-75 80 50     SPACE eurjchem-75 80 51 1600 1600 NUM eurjchem-75 80 52     SPACE eurjchem-75 80 53 ( ( PUNCT eurjchem-75 80 54 c c NOUN eurjchem-75 80 55 = = SYM eurjchem-75 80 56 n n NUM eurjchem-75 80 57 ) ) PUNCT eurjchem-75 80 58 . . PUNCT eurjchem-75 80 59     SPACE eurjchem-75 81 1 1h 1h NUM eurjchem-75 81 2     SPACE eurjchem-75 81 3 nmr nmr NOUN eurjchem-75 81 4     SPACE eurjchem-75 81 5 ( ( PUNCT eurjchem-75 81 6 dmso dmso NOUN eurjchem-75 81 7 , , PUNCT eurjchem-75 81 8     SPACE eurjchem-75 81 9 δ δ PROPN eurjchem-75 81 10 ): ): PUNCT eurjchem-75 81 11     SPACE eurjchem-75 81 12 1.13 1.13 NUM eurjchem-75 81 13     SPACE eurjchem-75 81 14 ( ( PUNCT eurjchem-75 81 15 s s PROPN eurjchem-75 81 16 , , PUNCT eurjchem-75 81 17     SPACE eurjchem-75 81 18 6h 6h NOUN eurjchem-75 81 19 , , PUNCT eurjchem-75 81 20     SPACE eurjchem-75 81 21 2 2 NUM eurjchem-75 81 22     SPACE eurjchem-75 81 23 ch3 ch3 PROPN eurjchem-75 81 24 ) ) PUNCT eurjchem-75 81 25 , , PUNCT eurjchem-75 81 26     SPACE eurjchem-75 81 27 2.68 2.68 NUM eurjchem-75 81 28     SPACE eurjchem-75 81 29 ( ( PUNCT eurjchem-75 81 30 s s PROPN eurjchem-75 81 31 , , PUNCT eurjchem-75 81 32     SPACE eurjchem-75 81 33 2h 2h NUM eurjchem-75 81 34 , , PUNCT eurjchem-75 81 35     SPACE eurjchem-75 81 36 ch2 ch2 NOUN eurjchem-75 81 37 ) ) PUNCT eurjchem-75 81 38 , , PUNCT eurjchem-75 81 39     SPACE eurjchem-75 81 40 3.12 3.12 NUM eurjchem-75 81 41     SPACE eurjchem-75 81 42 ( ( PUNCT eurjchem-75 81 43 s s PROPN eurjchem-75 81 44 , , PUNCT eurjchem-75 81 45     SPACE eurjchem-75 81 46 2h 2h NUM eurjchem-75 81 47 , , PUNCT eurjchem-75 81 48     SPACE eurjchem-75 81 49 ch2 ch2 NOUN eurjchem-75 81 50 ) ) PUNCT eurjchem-75 81 51 , , PUNCT eurjchem-75 81 52     SPACE eurjchem-75 81 53 3.54 3.54 NUM eurjchem-75 81 54     SPACE eurjchem-75 81 55 ( ( PUNCT eurjchem-75 81 56 d d NOUN eurjchem-75 81 57 , , PUNCT eurjchem-75 81 58     SPACE eurjchem-75 81 59 2h 2h NUM eurjchem-75 81 60 , , PUNCT eurjchem-75 81 61     SPACE eurjchem-75 81 62 j j PROPN eurjchem-75 81 63     SPACE eurjchem-75 81 64 = = NOUN eurjchem-75 81 65     SPACE eurjchem-75 81 66 6.4 6.4 NUM eurjchem-75 81 67     SPACE eurjchem-75 81 68 hz hz VERB eurjchem-75 81 69 , , PUNCT eurjchem-75 81 70     SPACE eurjchem-75 81 71 h‐1 h‐1 PROPN eurjchem-75 81 72 ' ' PUNCT eurjchem-75 81 73 ) ) PUNCT eurjchem-75 81 74 , , PUNCT eurjchem-75 81 75     SPACE eurjchem-75 81 76 5.18‐5.26 5.18‐5.26 NUM eurjchem-75 81 77     SPACE eurjchem-75 81 78 ( ( PUNCT eurjchem-75 81 79 m m PROPN eurjchem-75 81 80 , , PUNCT eurjchem-75 81 81     SPACE eurjchem-75 81 82 2h 2h NUM eurjchem-75 81 83 , , PUNCT eurjchem-75 81 84     SPACE eurjchem-75 81 85 h‐3 h‐3 NOUN eurjchem-75 81 86 ' ' PUNCT eurjchem-75 81 87 ) ) PUNCT eurjchem-75 81 88 , , PUNCT eurjchem-75 81 89     SPACE eurjchem-75 81 90 6.08‐ 6.08‐ NUM eurjchem-75 81 91 6.19 6.19 NUM eurjchem-75 81 92     SPACE eurjchem-75 81 93 ( ( PUNCT eurjchem-75 81 94 m m PROPN eurjchem-75 81 95 , , PUNCT eurjchem-75 81 96     SPACE eurjchem-75 81 97 1h 1h NUM eurjchem-75 81 98 , , PUNCT eurjchem-75 81 99     SPACE eurjchem-75 81 100 h‐2 h‐2 NOUN eurjchem-75 81 101 ' ' PUNCT eurjchem-75 81 102 ) ) PUNCT eurjchem-75 81 103 , , PUNCT eurjchem-75 81 104     SPACE eurjchem-75 81 105 7.44‐8.16 7.44‐8.16 NUM eurjchem-75 81 106     SPACE eurjchem-75 81 107 ( ( PUNCT eurjchem-75 81 108 m m PROPN eurjchem-75 81 109 , , PUNCT eurjchem-75 81 110     SPACE eurjchem-75 81 111 4h 4h NOUN eurjchem-75 81 112 , , PUNCT eurjchem-75 81 113     SPACE eurjchem-75 81 114 ar‐h ar‐h NOUN eurjchem-75 81 115 ) ) PUNCT eurjchem-75 81 116 , , PUNCT eurjchem-75 81 117     SPACE eurjchem-75 81 118 8.87 8.87 NUM eurjchem-75 81 119     SPACE eurjchem-75 81 120 ( ( PUNCT eurjchem-75 81 121 s s PROPN eurjchem-75 81 122 , , PUNCT eurjchem-75 81 123     SPACE eurjchem-75 81 124 1h 1h NUM eurjchem-75 81 125 , , PUNCT eurjchem-75 81 126     SPACE eurjchem-75 81 127 h‐5 h‐5 NOUN eurjchem-75 81 128 ) ) PUNCT eurjchem-75 81 129 . . PUNCT eurjchem-75 81 130     SPACE eurjchem-75 82 1 m m VERB eurjchem-75 82 2 / / SYM eurjchem-75 82 3 z z NOUN eurjchem-75 82 4     SPACE eurjchem-75 82 5 ( ( PUNCT eurjchem-75 82 6 i i PRON eurjchem-75 82 7     SPACE eurjchem-75 82 8 % % VERB eurjchem-75 82 9 ): ): PUNCT eurjchem-75 82 10     SPACE eurjchem-75 82 11 333 333 NUM eurjchem-75 82 12     SPACE eurjchem-75 82 13 ( ( PUNCT eurjchem-75 82 14 100 100 NUM eurjchem-75 82 15 ) ) PUNCT eurjchem-75 82 16 , , PUNCT eurjchem-75 82 17     SPACE eurjchem-75 82 18 305 305 NUM eurjchem-75 82 19     SPACE eurjchem-75 82 20 ( ( PUNCT eurjchem-75 82 21 68 68 NUM eurjchem-75 82 22 ) ) PUNCT eurjchem-75 82 23 , , PUNCT eurjchem-75 82 24     SPACE eurjchem-75 82 25 264 264 NUM eurjchem-75 82 26     SPACE eurjchem-75 82 27 ( ( PUNCT eurjchem-75 82 28 26 26 NUM eurjchem-75 82 29 ) ) PUNCT eurjchem-75 82 30 , , PUNCT eurjchem-75 82 31     SPACE eurjchem-75 82 32 209 209 NUM eurjchem-75 82 33     SPACE eurjchem-75 82 34 ( ( PUNCT eurjchem-75 82 35 45 45 NUM eurjchem-75 82 36 ) ) PUNCT eurjchem-75 82 37 , , PUNCT eurjchem-75 82 38     SPACE eurjchem-75 82 39 132 132 NUM eurjchem-75 82 40     SPACE eurjchem-75 82 41 ( ( PUNCT eurjchem-75 82 42 23 23 NUM eurjchem-75 82 43 ) ) PUNCT eurjchem-75 82 44 , , PUNCT eurjchem-75 82 45     SPACE eurjchem-75 82 46 116 116 NUM eurjchem-75 82 47     SPACE eurjchem-75 82 48 ( ( PUNCT eurjchem-75 82 49 12 12 NUM eurjchem-75 82 50 ) ) PUNCT eurjchem-75 82 51 , , PUNCT eurjchem-75 82 52     SPACE eurjchem-75 82 53 77 77 NUM eurjchem-75 82 54     SPACE eurjchem-75 82 55 ( ( PUNCT eurjchem-75 82 56 53 53 NUM eurjchem-75 82 57 ) ) PUNCT eurjchem-75 82 58 , , PUNCT eurjchem-75 82 59     SPACE eurjchem-75 82 60 65 65 NUM eurjchem-75 82 61     SPACE eurjchem-75 82 62 ( ( PUNCT eurjchem-75 82 63 24 24 NUM eurjchem-75 82 64 ) ) PUNCT eurjchem-75 82 65 . . PUNCT eurjchem-75 82 66     SPACE eurjchem-75 83 1 anal anal ADJ eurjchem-75 83 2 . . PUNCT eurjchem-75 83 3     SPACE eurjchem-75 83 4 calcd calcd NOUN eurjchem-75 83 5     SPACE eurjchem-75 83 6 for for ADP eurjchem-75 83 7     SPACE eurjchem-75 83 8 c21h19no3 c21h19no3 NOUN eurjchem-75 83 9     SPACE eurjchem-75 83 10 ( ( PUNCT eurjchem-75 83 11 333.39 333.39 NUM eurjchem-75 83 12 ): ): PUNCT eurjchem-75 83 13     SPACE eurjchem-75 83 14 c c NOUN eurjchem-75 83 15 , , PUNCT eurjchem-75 83 16     SPACE eurjchem-75 83 17 75.66 75.66 NUM eurjchem-75 83 18 ; ; PUNCT eurjchem-75 83 19     SPACE eurjchem-75 83 20 h h NOUN eurjchem-75 83 21 , , PUNCT eurjchem-75 83 22     SPACE eurjchem-75 83 23 5.74 5.74 NUM eurjchem-75 83 24 ; ; PUNCT eurjchem-75 83 25     SPACE eurjchem-75 83 26 n n CCONJ eurjchem-75 83 27 , , PUNCT eurjchem-75 83 28     SPACE eurjchem-75 83 29 4.20 4.20 NUM eurjchem-75 83 30 . . PUNCT eurjchem-75 83 31     SPACE eurjchem-75 83 32 found find VERB eurjchem-75 83 33     SPACE eurjchem-75 83 34 c c NOUN eurjchem-75 83 35 , , PUNCT eurjchem-75 83 36     SPACE eurjchem-75 83 37 75.42 75.42 NUM eurjchem-75 83 38 ; ; PUNCT eurjchem-75 83 39     SPACE eurjchem-75 83 40 h h NOUN eurjchem-75 83 41 , , PUNCT eurjchem-75 83 42     SPACE eurjchem-75 83 43 5.64 5.64 NUM eurjchem-75 83 44 ; ; PUNCT eurjchem-75 83 45     SPACE eurjchem-75 83 46 n n CCONJ eurjchem-75 83 47 , , PUNCT eurjchem-75 83 48     SPACE eurjchem-75 83 49 4.04 4.04 NUM eurjchem-75 83 50 . . PUNCT eurjchem-75 83 51         SPACE eurjchem-75 83 52 2.13 2.13 NUM eurjchem-75 83 53 . . PUNCT eurjchem-75 83 54     SPACE eurjchem-75 84 1 10­allyl­2­thioxo­chromeno[3`,2`:5,6]pyrido[2,3­ 10­allyl­2­thioxo­chromeno[3`,2`:5,6]pyrido[2,3­ PROPN eurjchem-75 85 1 d]pyrimidine­4,6(1h,3h)­dione d]pyrimidine­4,6(1h,3h)­dione NOUN eurjchem-75 85 2     SPACE eurjchem-75 85 3 ( ( PUNCT eurjchem-75 85 4 16 16 NUM eurjchem-75 85 5 ) ) PUNCT eurjchem-75 85 6         SPACE eurjchem-75 85 7 a a DET eurjchem-75 85 8     SPACE eurjchem-75 85 9 mixture mixture NOUN eurjchem-75 85 10     SPACE eurjchem-75 85 11 of of ADP eurjchem-75 85 12     SPACE eurjchem-75 85 13 1 1 NUM eurjchem-75 85 14     SPACE eurjchem-75 85 15 ( ( PUNCT eurjchem-75 85 16 0.458 0.458 NUM eurjchem-75 85 17     SPACE eurjchem-75 85 18 g g NOUN eurjchem-75 85 19 , , PUNCT eurjchem-75 85 20     SPACE eurjchem-75 85 21 2 2 NUM eurjchem-75 85 22     SPACE eurjchem-75 85 23 mmol mmol NOUN eurjchem-75 85 24 ) ) PUNCT eurjchem-75 85 25     SPACE eurjchem-75 85 26 and and CCONJ eurjchem-75 85 27     SPACE eurjchem-75 85 28 thiobarbituric thiobarbituric ADJ eurjchem-75 85 29     SPACE eurjchem-75 85 30 acid acid NOUN eurjchem-75 85 31     SPACE eurjchem-75 85 32 ( ( PUNCT eurjchem-75 85 33 12 12 NUM eurjchem-75 85 34 ) ) PUNCT eurjchem-75 85 35     SPACE eurjchem-75 85 36 ( ( PUNCT eurjchem-75 85 37 2 2 NUM eurjchem-75 85 38     SPACE eurjchem-75 85 39 mmol mmol NOUN eurjchem-75 85 40 ) ) PUNCT eurjchem-75 85 41 , , PUNCT eurjchem-75 85 42     SPACE eurjchem-75 85 43 in in ADP eurjchem-75 85 44     SPACE eurjchem-75 85 45 absolute absolute ADJ eurjchem-75 85 46     SPACE eurjchem-75 85 47 ethanol ethanol NOUN eurjchem-75 85 48     SPACE eurjchem-75 85 49 ( ( PUNCT eurjchem-75 85 50 20 20 NUM eurjchem-75 85 51     SPACE eurjchem-75 85 52 ml ml NOUN eurjchem-75 85 53 ) ) PUNCT eurjchem-75 85 54     SPACE eurjchem-75 85 55 and and CCONJ eurjchem-75 85 56     SPACE eurjchem-75 85 57 dbu dbu NOUN eurjchem-75 85 58     SPACE eurjchem-75 85 59 ( ( PUNCT eurjchem-75 85 60 0.1 0.1 NUM eurjchem-75 85 61     SPACE eurjchem-75 85 62 ml ml NOUN eurjchem-75 85 63 ) ) PUNCT eurjchem-75 85 64 , , PUNCT eurjchem-75 85 65     SPACE eurjchem-75 85 66 was be AUX eurjchem-75 85 67     SPACE eurjchem-75 85 68 refluxed refluxe VERB eurjchem-75 85 69     SPACE eurjchem-75 85 70 for for ADP eurjchem-75 85 71     SPACE eurjchem-75 85 72 15 15 NUM eurjchem-75 85 73     SPACE eurjchem-75 85 74 min min NOUN eurjchem-75 85 75 . . PROPN eurjchem-75 85 76     SPACE eurjchem-75 85 77 the the DET eurjchem-75 85 78     SPACE eurjchem-75 85 79 orange orange NOUN eurjchem-75 85 80     SPACE eurjchem-75 85 81 crystals crystal NOUN eurjchem-75 85 82     SPACE eurjchem-75 85 83 obtained obtain VERB eurjchem-75 85 84     SPACE eurjchem-75 85 85 during during ADP eurjchem-75 85 86     SPACE eurjchem-75 85 87 heating heating NOUN eurjchem-75 85 88     SPACE eurjchem-75 85 89 was be AUX eurjchem-75 85 90     SPACE eurjchem-75 85 91 filtered filter VERB eurjchem-75 85 92     SPACE eurjchem-75 85 93 and and CCONJ eurjchem-75 85 94     SPACE eurjchem-75 85 95 recrystallized recrystallize VERB eurjchem-75 85 96     SPACE eurjchem-75 85 97 from from ADP eurjchem-75 85 98     SPACE eurjchem-75 85 99 dmf dmf PROPN eurjchem-75 85 100     SPACE eurjchem-75 85 101 to to PART eurjchem-75 85 102     SPACE eurjchem-75 85 103 give give VERB eurjchem-75 85 104     SPACE eurjchem-75 85 105 16 16 NUM eurjchem-75 85 106     SPACE eurjchem-75 85 107 as as ADP eurjchem-75 85 108     SPACE eurjchem-75 85 109 orange orange ADJ eurjchem-75 85 110     SPACE eurjchem-75 85 111 crystals crystal NOUN eurjchem-75 85 112 , , PUNCT eurjchem-75 85 113     SPACE eurjchem-75 85 114 mp mp NOUN eurjchem-75 85 115     SPACE eurjchem-75 85 116 > > X eurjchem-75 85 117     SPACE eurjchem-75 85 118 310 310 NUM eurjchem-75 85 119     SPACE eurjchem-75 85 120 oc oc NOUN eurjchem-75 85 121 , , PUNCT eurjchem-75 85 122     SPACE eurjchem-75 85 123 yield yield NOUN eurjchem-75 85 124     SPACE eurjchem-75 85 125 0.44 0.44 NUM eurjchem-75 85 126     SPACE eurjchem-75 85 127 g g NOUN eurjchem-75 85 128     SPACE eurjchem-75 85 129 ( ( PUNCT eurjchem-75 85 130 65 65 NUM eurjchem-75 85 131 % % NOUN eurjchem-75 85 132 ) ) PUNCT eurjchem-75 85 133 . . PUNCT eurjchem-75 85 134     SPACE eurjchem-75 86 1 ir ir VERB eurjchem-75 86 2     SPACE eurjchem-75 86 3 ( ( PUNCT eurjchem-75 86 4 kbr kbr PROPN eurjchem-75 86 5 , , PUNCT eurjchem-75 86 6     SPACE eurjchem-75 86 7 cm‐1 cm‐1 PROPN eurjchem-75 86 8 ): ): PUNCT eurjchem-75 86 9     SPACE eurjchem-75 86 10 3310 3310 NUM eurjchem-75 86 11     SPACE eurjchem-75 86 12 ( ( PUNCT eurjchem-75 86 13 2 2 NUM eurjchem-75 86 14     SPACE eurjchem-75 86 15 nh nh NOUN eurjchem-75 86 16 ) ) PUNCT eurjchem-75 86 17 , , PUNCT eurjchem-75 86 18     SPACE eurjchem-75 86 19 3081 3081 NUM eurjchem-75 86 20     SPACE eurjchem-75 86 21 ( ( PUNCT eurjchem-75 86 22 charom charom NOUN eurjchem-75 86 23 . . PUNCT eurjchem-75 86 24 ) ) PUNCT eurjchem-75 86 25 , , PUNCT eurjchem-75 86 26     SPACE eurjchem-75 86 27 1682 1682 NUM eurjchem-75 86 28     SPACE eurjchem-75 86 29 ( ( PUNCT eurjchem-75 86 30 c c NOUN eurjchem-75 86 31 = = NOUN eurjchem-75 86 32 o o NOUN eurjchem-75 86 33 ) ) PUNCT eurjchem-75 86 34 , , PUNCT eurjchem-75 86 35     SPACE eurjchem-75 86 36 1667 1667 NUM eurjchem-75 86 37     SPACE eurjchem-75 86 38 ( ( PUNCT eurjchem-75 86 39 c c NOUN eurjchem-75 86 40 = = NOUN eurjchem-75 86 41 oγ‐pyrone oγ‐pyrone NOUN eurjchem-75 86 42 ) ) PUNCT eurjchem-75 86 43 , , PUNCT eurjchem-75 86 44     SPACE eurjchem-75 86 45 1613 1613 NUM eurjchem-75 86 46     SPACE eurjchem-75 86 47 ( ( PUNCT eurjchem-75 86 48 c c NOUN eurjchem-75 86 49 = = SYM eurjchem-75 86 50 n n NUM eurjchem-75 86 51 ) ) PUNCT eurjchem-75 86 52 . . PUNCT eurjchem-75 86 53     SPACE eurjchem-75 86 54 1h 1h NUM eurjchem-75 86 55     SPACE eurjchem-75 86 56 nmr nmr NOUN eurjchem-75 86 57     SPACE eurjchem-75 86 58 ( ( PUNCT eurjchem-75 86 59 dmso dmso NOUN eurjchem-75 86 60 , , PUNCT eurjchem-75 86 61     SPACE eurjchem-75 86 62 δ δ PROPN eurjchem-75 86 63 ): ): PUNCT eurjchem-75 86 64     SPACE eurjchem-75 86 65 3.61 3.61 NUM eurjchem-75 86 66     SPACE eurjchem-75 86 67 ( ( PUNCT eurjchem-75 86 68 d d NOUN eurjchem-75 86 69 , , PUNCT eurjchem-75 86 70     SPACE eurjchem-75 86 71 2h 2h NUM eurjchem-75 86 72 , , PUNCT eurjchem-75 86 73     SPACE eurjchem-75 86 74 j j PROPN eurjchem-75 86 75     SPACE eurjchem-75 86 76 = = NOUN eurjchem-75 86 77     SPACE eurjchem-75 86 78 5.6 5.6 NUM eurjchem-75 86 79     SPACE eurjchem-75 86 80 hz hz VERB eurjchem-75 86 81 , , PUNCT eurjchem-75 86 82     SPACE eurjchem-75 86 83 h‐1 h‐1 PROPN eurjchem-75 86 84 ' ' PUNCT eurjchem-75 86 85 ) ) PUNCT eurjchem-75 86 86 , , PUNCT eurjchem-75 86 87     SPACE eurjchem-75 86 88 5.16‐5.21 5.16‐5.21 NUM eurjchem-75 86 89     SPACE eurjchem-75 86 90 ( ( PUNCT eurjchem-75 86 91 m m PROPN eurjchem-75 86 92 , , PUNCT eurjchem-75 86 93     SPACE eurjchem-75 86 94 2h 2h NUM eurjchem-75 86 95 , , PUNCT eurjchem-75 86 96     SPACE eurjchem-75 86 97 h‐3 h‐3 NOUN eurjchem-75 86 98 ' ' PUNCT eurjchem-75 86 99 ) ) PUNCT eurjchem-75 86 100 , , PUNCT eurjchem-75 86 101     SPACE eurjchem-75 86 102 6.17‐6.28 6.17‐6.28 NOUN eurjchem-75 86 103     SPACE eurjchem-75 86 104 ( ( PUNCT eurjchem-75 86 105 m m PROPN eurjchem-75 86 106 , , PUNCT eurjchem-75 86 107     SPACE eurjchem-75 86 108 1h 1h NUM eurjchem-75 86 109 , , PUNCT eurjchem-75 86 110     SPACE eurjchem-75 86 111 h‐2 h‐2 NOUN eurjchem-75 86 112 ' ' PUNCT eurjchem-75 86 113 ) ) PUNCT eurjchem-75 86 114 , , PUNCT eurjchem-75 86 115     SPACE eurjchem-75 86 116 7.46 7.46 NUM eurjchem-75 86 117     SPACE eurjchem-75 86 118 ( ( PUNCT eurjchem-75 86 119 m m PROPN eurjchem-75 86 120 , , PUNCT eurjchem-75 86 121     SPACE eurjchem-75 86 122 1h 1h NUM eurjchem-75 86 123 , , PUNCT eurjchem-75 86 124     SPACE eurjchem-75 86 125 j j PROPN eurjchem-75 86 126     SPACE eurjchem-75 86 127 = = VERB eurjchem-75 86 128     SPACE eurjchem-75 86 129 7.2 7.2 NUM eurjchem-75 86 130     SPACE eurjchem-75 86 131 hz hz VERB eurjchem-75 86 132 , , PUNCT eurjchem-75 86 133     SPACE eurjchem-75 86 134 h‐8 h‐8 NOUN eurjchem-75 86 135 ) ) PUNCT eurjchem-75 86 136 , , PUNCT eurjchem-75 86 137     SPACE eurjchem-75 86 138 7.63 7.63 NUM eurjchem-75 86 139     SPACE eurjchem-75 86 140 ( ( PUNCT eurjchem-75 86 141 d d PROPN eurjchem-75 86 142 , , PUNCT eurjchem-75 86 143     SPACE eurjchem-75 86 144 1h 1h NUM eurjchem-75 86 145 , , PUNCT eurjchem-75 86 146     SPACE eurjchem-75 86 147 j j PROPN eurjchem-75 86 148     SPACE eurjchem-75 86 149 = = NOUN eurjchem-75 86 150     SPACE eurjchem-75 86 151 7.2 7.2 NUM eurjchem-75 86 152     SPACE eurjchem-75 86 153 hz hz VERB eurjchem-75 86 154 , , PUNCT eurjchem-75 86 155     SPACE eurjchem-75 86 156 h‐9 h‐9 X eurjchem-75 86 157 ) ) PUNCT eurjchem-75 86 158 , , PUNCT eurjchem-75 86 159     SPACE eurjchem-75 86 160 8.18 8.18 NUM eurjchem-75 86 161     SPACE eurjchem-75 86 162 ( ( PUNCT eurjchem-75 86 163 d d PROPN eurjchem-75 86 164 , , PUNCT eurjchem-75 86 165     SPACE eurjchem-75 86 166 1h 1h NUM eurjchem-75 86 167 , , PUNCT eurjchem-75 86 168     SPACE eurjchem-75 86 169 j j PROPN eurjchem-75 86 170     SPACE eurjchem-75 86 171 = = NOUN eurjchem-75 86 172     SPACE eurjchem-75 86 173 7.2 7.2 NUM eurjchem-75 86 174     SPACE eurjchem-75 86 175 hz hz VERB eurjchem-75 86 176 , , PUNCT eurjchem-75 86 177     SPACE eurjchem-75 86 178 h‐7 h‐7 NOUN eurjchem-75 86 179 ) ) PUNCT eurjchem-75 86 180 , , PUNCT eurjchem-75 86 181     SPACE eurjchem-75 86 182 8.86 8.86 NUM eurjchem-75 86 183     SPACE eurjchem-75 86 184 ( ( PUNCT eurjchem-75 86 185 s s PROPN eurjchem-75 86 186 , , PUNCT eurjchem-75 86 187     SPACE eurjchem-75 86 188 1h 1h NUM eurjchem-75 86 189 , , PUNCT eurjchem-75 86 190     SPACE eurjchem-75 86 191 h‐5 h‐5 NOUN eurjchem-75 86 192 ) ) PUNCT eurjchem-75 86 193 , , PUNCT eurjchem-75 86 194     SPACE eurjchem-75 86 195 11.83 11.83 NUM eurjchem-75 86 196     SPACE eurjchem-75 86 197 ( ( PUNCT eurjchem-75 86 198 bs bs NOUN eurjchem-75 86 199 , , PUNCT eurjchem-75 86 200     SPACE eurjchem-75 86 201 2h 2h NUM eurjchem-75 86 202 , , PUNCT eurjchem-75 86 203     SPACE eurjchem-75 86 204 2nh 2nh NOUN eurjchem-75 86 205     SPACE eurjchem-75 86 206 exchangeable exchangeable ADJ eurjchem-75 86 207     SPACE eurjchem-75 86 208 with with ADP eurjchem-75 86 209     SPACE eurjchem-75 86 210 d2o d2o NOUN eurjchem-75 86 211 ) ) PUNCT eurjchem-75 86 212 . . PUNCT eurjchem-75 86 213                 SPACE eurjchem-75 86 214 13c 13c NOUN eurjchem-75 86 215     SPACE eurjchem-75 86 216 nmr nmr NOUN eurjchem-75 86 217     SPACE eurjchem-75 86 218 ( ( PUNCT eurjchem-75 86 219 dmso dmso NOUN eurjchem-75 86 220 , , PUNCT eurjchem-75 86 221     SPACE eurjchem-75 86 222 δ δ PROPN eurjchem-75 86 223 ): ): PUNCT eurjchem-75 86 224     SPACE eurjchem-75 86 225 31.8 31.8 NUM eurjchem-75 86 226     SPACE eurjchem-75 86 227 ( ( PUNCT eurjchem-75 86 228 c`1 c`1 PROPN eurjchem-75 86 229 ) ) PUNCT eurjchem-75 86 230 , , PUNCT eurjchem-75 86 231     SPACE eurjchem-75 86 232 105.9 105.9 NUM eurjchem-75 86 233     SPACE eurjchem-75 86 234 ( ( PUNCT eurjchem-75 86 235 c4a c4a ADJ eurjchem-75 86 236 ) ) PUNCT eurjchem-75 86 237 , , PUNCT eurjchem-75 86 238     SPACE eurjchem-75 86 239 114.3 114.3 NUM eurjchem-75 86 240     SPACE eurjchem-75 86 241 ( ( PUNCT eurjchem-75 86 242 c`3 c`3 PROPN eurjchem-75 86 243 ) ) PUNCT eurjchem-75 86 244 , , PUNCT eurjchem-75 86 245     SPACE eurjchem-75 86 246 109.8 109.8 NUM eurjchem-75 86 247     SPACE eurjchem-75 86 248 ( ( PUNCT eurjchem-75 86 249 c5a c5a PROPN eurjchem-75 86 250 ) ) PUNCT eurjchem-75 86 251 , , PUNCT eurjchem-75 86 252     SPACE eurjchem-75 86 253 118.4 118.4 NUM eurjchem-75 86 254     SPACE eurjchem-75 86 255 ( ( PUNCT eurjchem-75 86 256 c8 c8 PROPN eurjchem-75 86 257 ) ) PUNCT eurjchem-75 86 258 , , PUNCT eurjchem-75 86 259     SPACE eurjchem-75 86 260 125.8 125.8 NUM eurjchem-75 86 261     SPACE eurjchem-75 86 262 ( ( PUNCT eurjchem-75 86 263 c6a c6a NOUN eurjchem-75 86 264 ) ) PUNCT eurjchem-75 86 265 , , PUNCT eurjchem-75 86 266     SPACE eurjchem-75 86 267 126.8 126.8 NUM eurjchem-75 86 268     SPACE eurjchem-75 86 269 ( ( PUNCT eurjchem-75 86 270 c7 c7 PROPN eurjchem-75 86 271 ) ) PUNCT eurjchem-75 86 272 , , PUNCT eurjchem-75 86 273     SPACE eurjchem-75 86 274 127.1 127.1 NUM eurjchem-75 86 275     SPACE eurjchem-75 86 276 ( ( PUNCT eurjchem-75 86 277 c10 c10 PROPN eurjchem-75 86 278 ) ) PUNCT eurjchem-75 86 279 , , PUNCT eurjchem-75 86 280     SPACE eurjchem-75 86 281 132.4 132.4 NUM eurjchem-75 86 282     SPACE eurjchem-75 86 283 ( ( PUNCT eurjchem-75 86 284 c9 c9 NOUN eurjchem-75 86 285 ) ) PUNCT eurjchem-75 86 286 , , PUNCT eurjchem-75 86 287     SPACE eurjchem-75 86 288 136.1 136.1 NUM eurjchem-75 86 289     SPACE eurjchem-75 86 290 ( ( PUNCT eurjchem-75 86 291 c`2 c`2 PROPN eurjchem-75 86 292 ) ) PUNCT eurjchem-75 86 293 , , PUNCT eurjchem-75 86 294     SPACE eurjchem-75 86 295 140.2 140.2 NUM eurjchem-75 86 296     SPACE eurjchem-75 86 297 ( ( PUNCT eurjchem-75 86 298 c5 c5 PROPN eurjchem-75 86 299 ) ) PUNCT eurjchem-75 86 300 , , PUNCT eurjchem-75 86 301     SPACE eurjchem-75 86 302 151.4 151.4 NUM eurjchem-75 86 303     SPACE eurjchem-75 86 304 ( ( PUNCT eurjchem-75 86 305 c10a c10a PROPN eurjchem-75 86 306 ) ) PUNCT eurjchem-75 86 307 , , PUNCT eurjchem-75 86 308     SPACE eurjchem-75 86 309 162.5 162.5 NUM eurjchem-75 86 310     SPACE eurjchem-75 86 311 ( ( PUNCT eurjchem-75 86 312 c c X eurjchem-75 86 313 = = NOUN eurjchem-75 86 314 o o NOUN eurjchem-75 86 315     SPACE eurjchem-75 86 316 as as ADP eurjchem-75 86 317     SPACE eurjchem-75 86 318 cyclic cyclic ADJ eurjchem-75 86 319     SPACE eurjchem-75 86 320 amide amide NOUN eurjchem-75 86 321 ) ) PUNCT eurjchem-75 86 322 , , PUNCT eurjchem-75 86 323     SPACE eurjchem-75 86 324 166.3 166.3 NUM eurjchem-75 86 325     SPACE eurjchem-75 86 326 ( ( PUNCT eurjchem-75 86 327 c12a c12a NOUN eurjchem-75 86 328 ) ) PUNCT eurjchem-75 86 329 , , PUNCT eurjchem-75 86 330     SPACE eurjchem-75 86 331 167.6 167.6 NUM eurjchem-75 86 332     SPACE eurjchem-75 86 333 ( ( PUNCT eurjchem-75 86 334 c11a c11a X eurjchem-75 86 335 ) ) PUNCT eurjchem-75 86 336 , , PUNCT eurjchem-75 86 337     SPACE eurjchem-75 86 338 174.5 174.5 NUM eurjchem-75 86 339     SPACE eurjchem-75 86 340 ( ( PUNCT eurjchem-75 86 341 c c X eurjchem-75 86 342 = = NOUN eurjchem-75 86 343 o o NOUN eurjchem-75 86 344     SPACE eurjchem-75 86 345 as as ADP eurjchem-75 86 346     SPACE eurjchem-75 86 347 thioxo thioxo NOUN eurjchem-75 86 348 ) ) PUNCT eurjchem-75 86 349 , , PUNCT eurjchem-75 86 350     SPACE eurjchem-75 86 351 185.3 185.3 NUM eurjchem-75 86 352     SPACE eurjchem-75 86 353 ( ( PUNCT eurjchem-75 86 354 c c X eurjchem-75 86 355 = = NOUN eurjchem-75 86 356 o o NOUN eurjchem-75 86 357     SPACE eurjchem-75 86 358 as as ADP eurjchem-75 86 359     SPACE eurjchem-75 86 360 γ‐pyrone γ‐pyrone NUM eurjchem-75 86 361 ) ) PUNCT eurjchem-75 86 362 . . PUNCT eurjchem-75 86 363     SPACE eurjchem-75 87 1 anal anal ADJ eurjchem-75 87 2 . . PUNCT eurjchem-75 87 3     SPACE eurjchem-75 87 4 calcd calcd NOUN eurjchem-75 87 5     SPACE eurjchem-75 87 6 for for ADP eurjchem-75 87 7     SPACE eurjchem-75 87 8 c17h11n3o3s c17h11n3o3s PROPN eurjchem-75 87 9     SPACE eurjchem-75 87 10 ( ( PUNCT eurjchem-75 87 11 337.36 337.36 NUM eurjchem-75 87 12 ): ): PUNCT eurjchem-75 87 13     SPACE eurjchem-75 87 14 c c NOUN eurjchem-75 87 15 , , PUNCT eurjchem-75 87 16     SPACE eurjchem-75 87 17 60.53 60.53 NUM eurjchem-75 87 18 ; ; PUNCT eurjchem-75 87 19     SPACE eurjchem-75 87 20 h h NOUN eurjchem-75 87 21 , , PUNCT eurjchem-75 87 22     SPACE eurjchem-75 87 23 3.29 3.29 NUM eurjchem-75 87 24 ; ; PUNCT eurjchem-75 87 25     SPACE eurjchem-75 87 26 n n CCONJ eurjchem-75 87 27 , , PUNCT eurjchem-75 87 28     SPACE eurjchem-75 87 29 12.46 12.46 NUM eurjchem-75 87 30 ; ; PUNCT eurjchem-75 87 31     SPACE eurjchem-75 87 32 s s PROPN eurjchem-75 87 33 , , PUNCT eurjchem-75 87 34     SPACE eurjchem-75 87 35 9.50 9.50 NUM eurjchem-75 87 36 . . PUNCT eurjchem-75 87 37     SPACE eurjchem-75 87 38 found find VERB eurjchem-75 87 39     SPACE eurjchem-75 87 40 c c NOUN eurjchem-75 87 41 , , PUNCT eurjchem-75 87 42     SPACE eurjchem-75 87 43 60.51 60.51 NUM eurjchem-75 87 44 ; ; PUNCT eurjchem-75 87 45     SPACE eurjchem-75 87 46 h h NOUN eurjchem-75 87 47 , , PUNCT eurjchem-75 87 48     SPACE eurjchem-75 87 49 3.25 3.25 NUM eurjchem-75 87 50 ; ; PUNCT eurjchem-75 87 51     SPACE eurjchem-75 87 52 n n CCONJ eurjchem-75 87 53 , , PUNCT eurjchem-75 87 54     SPACE eurjchem-75 87 55 12.38 12.38 NUM eurjchem-75 87 56 ; ; PUNCT eurjchem-75 87 57     SPACE eurjchem-75 87 58 s s PROPN eurjchem-75 87 59 , , PUNCT eurjchem-75 87 60     SPACE eurjchem-75 87 61 9.47 9.47 NUM eurjchem-75 87 62 . . PUNCT eurjchem-75 87 63         SPACE eurjchem-75 88 1 3 3 NUM eurjchem-75 88 2 . . PUNCT eurjchem-75 88 3     SPACE eurjchem-75 88 4 results result VERB eurjchem-75 88 5     SPACE eurjchem-75 88 6 and and CCONJ eurjchem-75 88 7     SPACE eurjchem-75 88 8 discussion discussion NOUN eurjchem-75 88 9         SPACE eurjchem-75 88 10 friedländer friedländer NOUN eurjchem-75 88 11     SPACE eurjchem-75 88 12 synthesis synthesis NOUN eurjchem-75 88 13     SPACE eurjchem-75 88 14 involves involve VERB eurjchem-75 88 15     SPACE eurjchem-75 88 16 a a DET eurjchem-75 88 17     SPACE eurjchem-75 88 18 condensation condensation NOUN eurjchem-75 88 19     SPACE eurjchem-75 88 20 followed follow VERB eurjchem-75 88 21     SPACE eurjchem-75 88 22 by by ADP eurjchem-75 88 23     SPACE eurjchem-75 88 24 cyclodehydration cyclodehydration NOUN eurjchem-75 88 25     SPACE eurjchem-75 88 26 between between ADP eurjchem-75 88 27     SPACE eurjchem-75 88 28 an an DET eurjchem-75 88 29     SPACE eurjchem-75 88 30 aromatic aromatic NOUN eurjchem-75 88 31     SPACE eurjchem-75 88 32 ortho‐aminoaldehyde ortho‐aminoaldehyde NOUN eurjchem-75 88 33     SPACE eurjchem-75 88 34 or or CCONJ eurjchem-75 88 35     SPACE eurjchem-75 88 36 ketone ketone NOUN eurjchem-75 88 37     SPACE eurjchem-75 88 38 and and CCONJ eurjchem-75 88 39     SPACE eurjchem-75 88 40 an an DET eurjchem-75 88 41     SPACE eurjchem-75 88 42 aldehyde aldehyde NOUN eurjchem-75 88 43     SPACE eurjchem-75 88 44 or or CCONJ eurjchem-75 88 45     SPACE eurjchem-75 88 46 ketone ketone NOUN eurjchem-75 88 47     SPACE eurjchem-75 88 48 bearing bearing NOUN eurjchem-75 88 49     SPACE eurjchem-75 88 50 α‐methylene α‐methylene NUM eurjchem-75 88 51     SPACE eurjchem-75 88 52 functionality functionality NOUN eurjchem-75 88 53 . . PUNCT eurjchem-75 88 54     SPACE eurjchem-75 88 55 friedländer friedländer NOUN eurjchem-75 88 56     SPACE eurjchem-75 88 57 reaction reaction NOUN eurjchem-75 88 58     SPACE eurjchem-75 88 59 is be AUX eurjchem-75 88 60     SPACE eurjchem-75 88 61 a a DET eurjchem-75 88 62     SPACE eurjchem-75 88 63 well‐known well‐known ADJ eurjchem-75 88 64     SPACE eurjchem-75 88 65 method method NOUN eurjchem-75 88 66     SPACE eurjchem-75 88 67 for for ADP eurjchem-75 88 68           SPACE eurjchem-75 88 69 ibrahim ibrahim PROPN eurjchem-75 88 70     SPACE eurjchem-75 88 71 / / SYM eurjchem-75 88 72     SPACE eurjchem-75 88 73 european european ADJ eurjchem-75 88 74     SPACE eurjchem-75 88 75 journal journal NOUN eurjchem-75 88 76     SPACE eurjchem-75 88 77 of of ADP eurjchem-75 88 78     SPACE eurjchem-75 88 79 chemistry chemistry NOUN eurjchem-75 88 80     SPACE eurjchem-75 88 81 1 1 NUM eurjchem-75 88 82     SPACE eurjchem-75 88 83 ( ( PUNCT eurjchem-75 88 84 2 2 NUM eurjchem-75 88 85 ) ) PUNCT eurjchem-75 88 86     SPACE eurjchem-75 88 87 ( ( PUNCT eurjchem-75 88 88 2010 2010 NUM eurjchem-75 88 89 ) ) PUNCT eurjchem-75 88 90     SPACE eurjchem-75 88 91 124­128 124­128 NOUN eurjchem-75 88 92     SPACE eurjchem-75 88 93 127 127 NUM eurjchem-75 88 94     SPACE eurjchem-75 88 95 o o NOUN eurjchem-75 89 1 n n X eurjchem-75 89 2 o o PROPN eurjchem-75 89 3 ch3 ch3 PROPN eurjchem-75 90 1 n n ADP eurjchem-75 90 2 h h NOUN eurjchem-75 90 3 o o NOUN eurjchem-75 90 4 ph ph VERB eurjchem-75 90 5 ch3o ch3o ADJ eurjchem-75 90 6 n n ADP eurjchem-75 90 7 h h NOUN eurjchem-75 90 8 o o NOUN eurjchem-75 90 9 ph ph X eurjchem-75 91 1 o o NOUN eurjchem-75 91 2 r r NOUN eurjchem-75 91 3 o o NOUN eurjchem-75 91 4 r r NOUN eurjchem-75 91 5 o o NOUN eurjchem-75 91 6 o o NOUN eurjchem-75 91 7 n n CCONJ eurjchem-75 92 1 r r NOUN eurjchem-75 92 2 r r NOUN eurjchem-75 92 3 o o NOUN eurjchem-75 92 4 1 1 NUM eurjchem-75 92 5 8 8 NUM eurjchem-75 92 6 7 7 NUM eurjchem-75 92 7 r r NOUN eurjchem-75 92 8 = = SYM eurjchem-75 92 9 ch3 ch3 NOUN eurjchem-75 92 10 r r NOUN eurjchem-75 92 11 = = SYM eurjchem-75 92 12 ph ph ADJ eurjchem-75 92 13 etoh etoh NOUN eurjchem-75 92 14 / / SYM eurjchem-75 92 15 dbu dbu NOUN eurjchem-75 92 16 etoh etoh PROPN eurjchem-75 92 17 / / SYM eurjchem-75 92 18 dbu dbu PROPN eurjchem-75 92 19 a a PROPN eurjchem-75 92 20 , , PUNCT eurjchem-75 92 21 b b NOUN eurjchem-75 92 22 , , PUNCT eurjchem-75 92 23     SPACE eurjchem-75 92 24 scheme scheme NOUN eurjchem-75 92 25     SPACE eurjchem-75 92 26 3 3 NUM eurjchem-75 92 27         SPACE eurjchem-75 92 28 o o NOUN eurjchem-75 92 29 o o NOUN eurjchem-75 92 30 n n CCONJ eurjchem-75 92 31 n n PROPN eurjchem-75 92 32 h h NOUN eurjchem-75 92 33 nh nh NOUN eurjchem-75 93 1 o o NOUN eurjchem-75 93 2 s s PART eurjchem-75 94 1 n n VERB eurjchem-75 94 2 h h NOUN eurjchem-75 94 3 s s NOUN eurjchem-75 94 4 o o X eurjchem-75 94 5 n n X eurjchem-75 94 6 ph ph PROPN eurjchem-75 94 7 nh nh PROPN eurjchem-75 94 8 n n ADV eurjchem-75 94 9 h h NOUN eurjchem-75 95 1 o o NOUN eurjchem-75 95 2 o o X eurjchem-75 96 1 o o X eurjchem-75 96 2 o o X eurjchem-75 96 3 ch3 ch3 PROPN eurjchem-75 96 4 ch3 ch3 PROPN eurjchem-75 96 5 n n PROPN eurjchem-75 96 6 h h PROPN eurjchem-75 96 7 nh nh NOUN eurjchem-75 97 1 o o NOUN eurjchem-75 97 2 o o X eurjchem-75 97 3 s s X eurjchem-75 97 4 o o X eurjchem-75 97 5 o o NOUN eurjchem-75 97 6 n n CCONJ eurjchem-75 97 7 o o PROPN eurjchem-75 97 8 ch3 ch3 PROPN eurjchem-75 97 9 ch3 ch3 PROPN eurjchem-75 98 1 o o PROPN eurjchem-75 98 2 o o X eurjchem-75 98 3 n n CCONJ eurjchem-75 98 4 n n PROPN eurjchem-75 98 5 s s PART eurjchem-75 98 6 n n NUM eurjchem-75 98 7 h h NOUN eurjchem-75 98 8 ph ph NOUN eurjchem-75 99 1 o o NOUN eurjchem-75 99 2 o o X eurjchem-75 99 3 n n CCONJ eurjchem-75 99 4 nh nh PROPN eurjchem-75 99 5 n n ADV eurjchem-75 100 1 oh oh NUM eurjchem-75 100 2 15 15 NUM eurjchem-75 100 3 9 9 NUM eurjchem-75 100 4 13 13 NUM eurjchem-75 100 5 14 14 NUM eurjchem-75 100 6 1 1 NUM eurjchem-75 100 7 10 10 NUM eurjchem-75 100 8 11 11 NUM eurjchem-75 100 9 12 12 NUM eurjchem-75 100 10 16 16 NUM eurjchem-75 100 11 scheme scheme NOUN eurjchem-75 100 12     SPACE eurjchem-75 100 13 4 4 NUM eurjchem-75 100 14             SPACE eurjchem-75 100 15 the the DET eurjchem-75 100 16     SPACE eurjchem-75 100 17 preparation preparation NOUN eurjchem-75 100 18     SPACE eurjchem-75 100 19 of of ADP eurjchem-75 100 20     SPACE eurjchem-75 100 21 heteroannulated heteroannulate VERB eurjchem-75 100 22     SPACE eurjchem-75 100 23 compounds compound VERB eurjchem-75 100 24     SPACE eurjchem-75 100 25 [ [ X eurjchem-75 100 26 21‐23 21‐23 X eurjchem-75 100 27 ] ] PUNCT eurjchem-75 100 28 , , PUNCT eurjchem-75 100 29     SPACE eurjchem-75 100 30 and and CCONJ eurjchem-75 100 31     SPACE eurjchem-75 100 32 we we PRON eurjchem-75 100 33         SPACE eurjchem-75 100 34 considered consider VERB eurjchem-75 100 35         SPACE eurjchem-75 100 36 it it PRON eurjchem-75 100 37         SPACE eurjchem-75 100 38 to to PART eurjchem-75 100 39         SPACE eurjchem-75 100 40 be be AUX eurjchem-75 100 41         SPACE eurjchem-75 100 42 the the DET eurjchem-75 100 43         SPACE eurjchem-75 100 44 most most ADV eurjchem-75 100 45       SPACE eurjchem-75 100 46 useful useful ADJ eurjchem-75 100 47         SPACE eurjchem-75 100 48 method method NOUN eurjchem-75 100 49         SPACE eurjchem-75 100 50 for for ADP eurjchem-75 100 51       SPACE eurjchem-75 100 52 the the DET eurjchem-75 100 53     SPACE eurjchem-75 100 54 preparation preparation NOUN eurjchem-75 100 55     SPACE eurjchem-75 100 56 of of ADP eurjchem-75 100 57     SPACE eurjchem-75 100 58 chromeno[2,3‐b]pyridine chromeno[2,3‐b]pyridine NOUN eurjchem-75 100 59     SPACE eurjchem-75 100 60 derivatives derivative NOUN eurjchem-75 100 61 . . PUNCT eurjchem-75 100 62     SPACE eurjchem-75 101 1 thus thus ADV eurjchem-75 101 2 , , PUNCT eurjchem-75 101 3     SPACE eurjchem-75 101 4 reaction reaction NOUN eurjchem-75 101 5     SPACE eurjchem-75 101 6 of of ADP eurjchem-75 101 7     SPACE eurjchem-75 101 8 8‐allyl‐2‐aminochromone‐3‐carboxaldehyde 8‐allyl‐2‐aminochromone‐3‐carboxaldehyde NOUN eurjchem-75 101 9     SPACE eurjchem-75 101 10 ( ( PUNCT eurjchem-75 101 11 1 1 NUM eurjchem-75 101 12 ) ) PUNCT eurjchem-75 101 13     SPACE eurjchem-75 101 14 with with ADP eurjchem-75 101 15     SPACE eurjchem-75 101 16 2‐acetylthiophene 2‐acetylthiophene NUM eurjchem-75 101 17 , , PUNCT eurjchem-75 101 18     SPACE eurjchem-75 101 19 3‐acetylpyridine 3‐acetylpyridine NOUN eurjchem-75 101 20     SPACE eurjchem-75 101 21 and and CCONJ eurjchem-75 101 22     SPACE eurjchem-75 101 23 4‐chloro 4‐chloro NOUN eurjchem-75 101 24     SPACE eurjchem-75 101 25 acetophenone acetophenone NOUN eurjchem-75 101 26 , , PUNCT eurjchem-75 101 27     SPACE eurjchem-75 101 28 in in ADP eurjchem-75 101 29     SPACE eurjchem-75 101 30 absolute absolute ADJ eurjchem-75 101 31     SPACE eurjchem-75 101 32 ethanol ethanol NOUN eurjchem-75 101 33     SPACE eurjchem-75 101 34 containing contain VERB eurjchem-75 101 35     SPACE eurjchem-75 101 36 few few ADJ eurjchem-75 101 37     SPACE eurjchem-75 101 38 drops drop NOUN eurjchem-75 101 39     SPACE eurjchem-75 101 40 of of ADP eurjchem-75 101 41     SPACE eurjchem-75 101 42 1,8‐ 1,8‐ NUM eurjchem-75 101 43 diazabicyclo diazabicyclo ADJ eurjchem-75 101 44     SPACE eurjchem-75 102 1 [ [ X eurjchem-75 102 2 5.4.0]undec‐7‐ene 5.4.0]undec‐7‐ene NUM eurjchem-75 102 3     SPACE eurjchem-75 102 4 ( ( PUNCT eurjchem-75 102 5 dbu dbu PROPN eurjchem-75 102 6 ) ) PUNCT eurjchem-75 102 7     SPACE eurjchem-75 102 8 as as ADP eurjchem-75 102 9     SPACE eurjchem-75 102 10 a a DET eurjchem-75 102 11     SPACE eurjchem-75 102 12 basic basic ADJ eurjchem-75 102 13     SPACE eurjchem-75 102 14 catalyst catalyst NOUN eurjchem-75 102 15 , , PUNCT eurjchem-75 102 16     SPACE eurjchem-75 102 17 afforded afford VERB eurjchem-75 102 18     SPACE eurjchem-75 102 19 chromeno[2,3‐b]pyridines chromeno[2,3‐b]pyridines PROPN eurjchem-75 102 20     SPACE eurjchem-75 102 21 2­4 2­4 NUM eurjchem-75 102 22 , , PUNCT eurjchem-75 102 23     SPACE eurjchem-75 102 24 respectively respectively ADV eurjchem-75 102 25     SPACE eurjchem-75 102 26 ( ( PUNCT eurjchem-75 102 27 scheme scheme NOUN eurjchem-75 102 28     SPACE eurjchem-75 102 29 1 1 NUM eurjchem-75 102 30 ) ) PUNCT eurjchem-75 102 31 . . PUNCT eurjchem-75 102 32     SPACE eurjchem-75 103 1 formation formation NOUN eurjchem-75 103 2     SPACE eurjchem-75 103 3 of of ADP eurjchem-75 103 4     SPACE eurjchem-75 103 5 compounds compound NOUN eurjchem-75 103 6     SPACE eurjchem-75 103 7 2­4 2­4 PRON eurjchem-75 103 8     SPACE eurjchem-75 103 9 was be AUX eurjchem-75 103 10     SPACE eurjchem-75 103 11 accomplished accomplish VERB eurjchem-75 103 12     SPACE eurjchem-75 103 13 via via ADP eurjchem-75 103 14     SPACE eurjchem-75 103 15 a a DET eurjchem-75 103 16     SPACE eurjchem-75 103 17 tandem tandem NOUN eurjchem-75 103 18     SPACE eurjchem-75 103 19 base base NOUN eurjchem-75 103 20     SPACE eurjchem-75 103 21 catalyzed catalyze VERB eurjchem-75 103 22     SPACE eurjchem-75 103 23 condensation condensation NOUN eurjchem-75 103 24     SPACE eurjchem-75 103 25 reaction reaction NOUN eurjchem-75 103 26     SPACE eurjchem-75 103 27 of of ADP eurjchem-75 103 28     SPACE eurjchem-75 103 29 the the DET eurjchem-75 103 30     SPACE eurjchem-75 103 31 active active ADJ eurjchem-75 103 32     SPACE eurjchem-75 103 33 methyl methyl NOUN eurjchem-75 103 34     SPACE eurjchem-75 103 35 group group NOUN eurjchem-75 103 36     SPACE eurjchem-75 103 37 with with ADP eurjchem-75 103 38     SPACE eurjchem-75 103 39 the the DET eurjchem-75 103 40     SPACE eurjchem-75 103 41 carboxaldehyde carboxaldehyde NOUN eurjchem-75 103 42     SPACE eurjchem-75 103 43 group group NOUN eurjchem-75 103 44     SPACE eurjchem-75 103 45 giving give VERB eurjchem-75 103 46     SPACE eurjchem-75 103 47 rise rise NOUN eurjchem-75 103 48     SPACE eurjchem-75 103 49 to to ADP eurjchem-75 103 50     SPACE eurjchem-75 103 51 3‐ 3‐ NUM eurjchem-75 103 52 vinyl‐2‐aminochromone vinyl‐2‐aminochromone NOUN eurjchem-75 103 53     SPACE eurjchem-75 103 54 intermediates intermediate NOUN eurjchem-75 103 55     SPACE eurjchem-75 103 56 ( ( PUNCT eurjchem-75 103 57 non‐isolable non‐isolable NUM eurjchem-75 103 58 ) ) PUNCT eurjchem-75 103 59     SPACE eurjchem-75 103 60 which which PRON eurjchem-75 103 61     SPACE eurjchem-75 103 62 undergo undergo VERB eurjchem-75 103 63     SPACE eurjchem-75 103 64 cyclo‐dehydration cyclo‐dehydration NOUN eurjchem-75 103 65     SPACE eurjchem-75 103 66 to to PART eurjchem-75 103 67     SPACE eurjchem-75 103 68 furnish furnish VERB eurjchem-75 103 69     SPACE eurjchem-75 103 70 chromeno[2,3‐b]pyridi chromeno[2,3‐b]pyridi PROPN eurjchem-75 103 71     SPACE eurjchem-75 103 72 nes ne NOUN eurjchem-75 103 73 , , PUNCT eurjchem-75 103 74     SPACE eurjchem-75 103 75 2­4 2­4 NOUN eurjchem-75 103 76 . . PUNCT eurjchem-75 103 77       SPACE eurjchem-75 103 78 also also ADV eurjchem-75 103 79 , , PUNCT eurjchem-75 103 80     SPACE eurjchem-75 103 81 friedländer friedländer NOUN eurjchem-75 103 82     SPACE eurjchem-75 103 83 condensation condensation NOUN eurjchem-75 103 84     SPACE eurjchem-75 103 85 of of ADP eurjchem-75 103 86     SPACE eurjchem-75 103 87 ortho‐amino ortho‐amino PROPN eurjchem-75 103 88     SPACE eurjchem-75 103 89 carboxaldehyde carboxaldehyde NOUN eurjchem-75 103 90     SPACE eurjchem-75 103 91 1 1 NUM eurjchem-75 103 92     SPACE eurjchem-75 103 93 with with ADP eurjchem-75 103 94     SPACE eurjchem-75 103 95 4,6‐diacetylresorcinol 4,6‐diacetylresorcinol NOUN eurjchem-75 103 96     SPACE eurjchem-75 104 1 [ [ X eurjchem-75 104 2 24 24 NUM eurjchem-75 104 3 ] ] PUNCT eurjchem-75 104 4     SPACE eurjchem-75 104 5 was be AUX eurjchem-75 104 6     SPACE eurjchem-75 104 7 studied study VERB eurjchem-75 104 8     SPACE eurjchem-75 104 9 in in ADP eurjchem-75 104 10     SPACE eurjchem-75 104 11 different different ADJ eurjchem-75 104 12     SPACE eurjchem-75 104 13 molar molar ADJ eurjchem-75 104 14     SPACE eurjchem-75 104 15 ratio ratio NOUN eurjchem-75 104 16 . . PUNCT eurjchem-75 104 17     SPACE eurjchem-75 105 1 thus thus ADV eurjchem-75 105 2 , , PUNCT eurjchem-75 105 3     SPACE eurjchem-75 105 4 treatment treatment NOUN eurjchem-75 105 5     SPACE eurjchem-75 105 6 of of ADP eurjchem-75 105 7     SPACE eurjchem-75 105 8 1 1 NUM eurjchem-75 105 9     SPACE eurjchem-75 105 10 with with ADP eurjchem-75 105 11     SPACE eurjchem-75 105 12 4,6‐diacetyl 4,6‐diacetyl NOUN eurjchem-75 105 13     SPACE eurjchem-75 105 14 resorcinol resorcinol NOUN eurjchem-75 105 15     SPACE eurjchem-75 105 16 in in ADP eurjchem-75 105 17     SPACE eurjchem-75 105 18 1:1 1:1 NUM eurjchem-75 105 19     SPACE eurjchem-75 105 20 and and CCONJ eurjchem-75 105 21     SPACE eurjchem-75 105 22 2:1 2:1 NUM eurjchem-75 105 23     SPACE eurjchem-75 105 24 molar molar ADJ eurjchem-75 105 25     SPACE eurjchem-75 105 26 ratio ratio NOUN eurjchem-75 105 27     SPACE eurjchem-75 105 28 gave give VERB eurjchem-75 105 29     SPACE eurjchem-75 105 30 chromeno[2,3‐ chromeno[2,3‐ PROPN eurjchem-75 105 31 b]pyridines b]pyridine VERB eurjchem-75 105 32     SPACE eurjchem-75 105 33 5 5 NUM eurjchem-75 105 34     SPACE eurjchem-75 105 35 and and CCONJ eurjchem-75 105 36     SPACE eurjchem-75 105 37 6 6 NUM eurjchem-75 105 38 , , PUNCT eurjchem-75 105 39     SPACE eurjchem-75 105 40 respectively respectively ADV eurjchem-75 105 41 . . PUNCT eurjchem-75 105 42     SPACE eurjchem-75 105 43 bis(chromenopyridin‐2‐ bis(chromenopyridin‐2‐ PROPN eurjchem-75 105 44 yl)resorcinol yl)resorcinol NOUN eurjchem-75 105 45     SPACE eurjchem-75 105 46 6 6 NUM eurjchem-75 105 47     SPACE eurjchem-75 105 48 was be AUX eurjchem-75 105 49     SPACE eurjchem-75 105 50 also also ADV eurjchem-75 105 51     SPACE eurjchem-75 105 52 obtained obtain VERB eurjchem-75 105 53     SPACE eurjchem-75 105 54 authentically authentically ADV eurjchem-75 105 55     SPACE eurjchem-75 105 56 from from ADP eurjchem-75 105 57     SPACE eurjchem-75 105 58 the the DET eurjchem-75 105 59     SPACE eurjchem-75 105 60 interaction interaction NOUN eurjchem-75 105 61     SPACE eurjchem-75 105 62 of of ADP eurjchem-75 105 63     SPACE eurjchem-75 105 64 5 5 NUM eurjchem-75 105 65     SPACE eurjchem-75 105 66 with with ADP eurjchem-75 105 67     SPACE eurjchem-75 105 68 compound compound NOUN eurjchem-75 105 69     SPACE eurjchem-75 105 70 1 1 NUM eurjchem-75 105 71     SPACE eurjchem-75 105 72 under under ADP eurjchem-75 105 73     SPACE eurjchem-75 105 74 the the DET eurjchem-75 105 75     SPACE eurjchem-75 105 76 same same ADJ eurjchem-75 105 77     SPACE eurjchem-75 105 78 friedländer friedländer NOUN eurjchem-75 105 79     SPACE eurjchem-75 105 80 condition condition NOUN eurjchem-75 105 81     SPACE eurjchem-75 105 82 ( ( PUNCT eurjchem-75 105 83 scheme scheme NOUN eurjchem-75 105 84     SPACE eurjchem-75 105 85 2 2 NUM eurjchem-75 105 86 ) ) PUNCT eurjchem-75 105 87 . . PUNCT eurjchem-75 105 88     SPACE eurjchem-75 106 1 the the DET eurjchem-75 106 2     SPACE eurjchem-75 106 3 ir ir NOUN eurjchem-75 106 4     SPACE eurjchem-75 106 5 spectrum spectrum NOUN eurjchem-75 106 6     SPACE eurjchem-75 106 7 of of ADP eurjchem-75 106 8     SPACE eurjchem-75 106 9 compound compound NOUN eurjchem-75 106 10     SPACE eurjchem-75 106 11 5 5 NUM eurjchem-75 106 12     SPACE eurjchem-75 106 13 showed show VERB eurjchem-75 106 14     SPACE eurjchem-75 106 15 characteristic characteristic ADJ eurjchem-75 106 16     SPACE eurjchem-75 106 17 absorption absorption NOUN eurjchem-75 106 18     SPACE eurjchem-75 106 19 bands band NOUN eurjchem-75 106 20     SPACE eurjchem-75 106 21 at at ADP eurjchem-75 106 22     SPACE eurjchem-75 106 23 1682 1682 NUM eurjchem-75 106 24     SPACE eurjchem-75 106 25 ( ( PUNCT eurjchem-75 106 26 c c NOUN eurjchem-75 106 27 = = NOUN eurjchem-75 106 28 oacetyl oacetyl NOUN eurjchem-75 106 29 ) ) PUNCT eurjchem-75 106 30     SPACE eurjchem-75 106 31 and and CCONJ eurjchem-75 106 32     SPACE eurjchem-75 106 33 1660 1660 NUM eurjchem-75 106 34     SPACE eurjchem-75 106 35 ( ( PUNCT eurjchem-75 106 36 c c NOUN eurjchem-75 106 37 = = NOUN eurjchem-75 106 38 oγ‐pyrone oγ‐pyrone NOUN eurjchem-75 106 39 ) ) PUNCT eurjchem-75 106 40 , , PUNCT eurjchem-75 106 41     SPACE eurjchem-75 106 42 while while SCONJ eurjchem-75 106 43     SPACE eurjchem-75 106 44 its its PRON eurjchem-75 106 45     SPACE eurjchem-75 106 46 1h 1h NUM eurjchem-75 106 47     SPACE eurjchem-75 106 48 nmr nmr NOUN eurjchem-75 106 49     SPACE eurjchem-75 106 50 spectrum spectrum NOUN eurjchem-75 106 51     SPACE eurjchem-75 106 52 showed show VERB eurjchem-75 106 53     SPACE eurjchem-75 106 54 characteristic characteristic ADJ eurjchem-75 106 55     SPACE eurjchem-75 106 56 singlet singlet NOUN eurjchem-75 106 57     SPACE eurjchem-75 106 58 signals signal NOUN eurjchem-75 106 59     SPACE eurjchem-75 106 60 for for ADP eurjchem-75 106 61     SPACE eurjchem-75 106 62 h‐2resorcinol h‐2resorcinol NOUN eurjchem-75 106 63 , , PUNCT eurjchem-75 106 64     SPACE eurjchem-75 106 65 h‐5resorcinol h‐5resorcinol NOUN eurjchem-75 106 66     SPACE eurjchem-75 106 67 at at ADP eurjchem-75 106 68     SPACE eurjchem-75 106 69 δ δ PROPN eurjchem-75 106 70     SPACE eurjchem-75 106 71 6.41 6.41 NUM eurjchem-75 106 72     SPACE eurjchem-75 106 73 and and CCONJ eurjchem-75 106 74     SPACE eurjchem-75 106 75 7.28 7.28 NUM eurjchem-75 106 76     SPACE eurjchem-75 106 77 ppm ppm NOUN eurjchem-75 106 78 , , PUNCT eurjchem-75 106 79     SPACE eurjchem-75 106 80 respectively respectively ADV eurjchem-75 106 81 . . PUNCT eurjchem-75 106 82     SPACE eurjchem-75 107 1 the the DET eurjchem-75 107 2     SPACE eurjchem-75 107 3 mass mass PROPN eurjchem-75 107 4     SPACE eurjchem-75 107 5 spectrum spectrum NOUN eurjchem-75 107 6     SPACE eurjchem-75 107 7 of of ADP eurjchem-75 107 8     SPACE eurjchem-75 107 9 compound compound NOUN eurjchem-75 107 10     SPACE eurjchem-75 107 11 6 6 NUM eurjchem-75 107 12     SPACE eurjchem-75 107 13 revealed reveal VERB eurjchem-75 107 14     SPACE eurjchem-75 107 15 the the DET eurjchem-75 107 16     SPACE eurjchem-75 107 17 molecular molecular ADJ eurjchem-75 107 18     SPACE eurjchem-75 107 19 ion ion NOUN eurjchem-75 107 20     SPACE eurjchem-75 107 21 peak peak NOUN eurjchem-75 107 22     SPACE eurjchem-75 107 23 at at ADP eurjchem-75 107 24     SPACE eurjchem-75 107 25 m m PROPN eurjchem-75 107 26 / / PROPN eurjchem-75 107 27 z z NOUN eurjchem-75 107 28     SPACE eurjchem-75 107 29 580 580 NUM eurjchem-75 107 30 , , PUNCT eurjchem-75 107 31     SPACE eurjchem-75 107 32 which which PRON eurjchem-75 107 33     SPACE eurjchem-75 107 34 is be AUX eurjchem-75 107 35     SPACE eurjchem-75 107 36 coincident coincident NOUN eurjchem-75 107 37     SPACE eurjchem-75 107 38 with with ADP eurjchem-75 107 39     SPACE eurjchem-75 107 40 the the DET eurjchem-75 107 41     SPACE eurjchem-75 107 42 formula formula NOUN eurjchem-75 107 43     SPACE eurjchem-75 107 44 weight weight NOUN eurjchem-75 107 45     SPACE eurjchem-75 107 46 ( ( PUNCT eurjchem-75 107 47 580.60 580.60 NUM eurjchem-75 107 48 ) ) PUNCT eurjchem-75 107 49     SPACE eurjchem-75 107 50 and and CCONJ eurjchem-75 107 51     SPACE eurjchem-75 107 52 supports support VERB eurjchem-75 107 53     SPACE eurjchem-75 107 54 the the DET eurjchem-75 107 55     SPACE eurjchem-75 107 56 identity identity NOUN eurjchem-75 107 57     SPACE eurjchem-75 107 58 of of ADP eurjchem-75 107 59     SPACE eurjchem-75 107 60 the the DET eurjchem-75 107 61     SPACE eurjchem-75 107 62 structure structure NOUN eurjchem-75 107 63 . . PUNCT eurjchem-75 107 64     SPACE eurjchem-75 107 65 on on ADP eurjchem-75 107 66     SPACE eurjchem-75 107 67 the the DET eurjchem-75 107 68     SPACE eurjchem-75 107 69 other other ADJ eurjchem-75 107 70     SPACE eurjchem-75 107 71 hand hand NOUN eurjchem-75 107 72 , , PUNCT eurjchem-75 107 73     SPACE eurjchem-75 107 74 friedländer friedländer NOUN eurjchem-75 107 75     SPACE eurjchem-75 107 76 condensation condensation NOUN eurjchem-75 107 77     SPACE eurjchem-75 107 78 of of ADP eurjchem-75 107 79     SPACE eurjchem-75 107 80 1 1 NUM eurjchem-75 107 81     SPACE eurjchem-75 107 82 with with ADP eurjchem-75 107 83     SPACE eurjchem-75 107 84 active active ADJ eurjchem-75 107 85     SPACE eurjchem-75 107 86 methylene methylene NOUN eurjchem-75 107 87     SPACE eurjchem-75 107 88 compounds compound NOUN eurjchem-75 107 89     SPACE eurjchem-75 107 90 containing contain VERB eurjchem-75 107 91     SPACE eurjchem-75 107 92 ( ( PUNCT eurjchem-75 107 93 – – PUNCT eurjchem-75 107 94 ch2co ch2co NOUN eurjchem-75 107 95 – – PUNCT eurjchem-75 107 96 ) ) PUNCT eurjchem-75 107 97     SPACE eurjchem-75 107 98 moiety moiety NOUN eurjchem-75 107 99     SPACE eurjchem-75 107 100 was be AUX eurjchem-75 107 101     SPACE eurjchem-75 107 102 studied study VERB eurjchem-75 107 103 . . PUNCT eurjchem-75 107 104     SPACE eurjchem-75 108 1 thus thus ADV eurjchem-75 108 2 , , PUNCT eurjchem-75 108 3     SPACE eurjchem-75 108 4 treatment treatment NOUN eurjchem-75 108 5     SPACE eurjchem-75 108 6 of of ADP eurjchem-75 108 7     SPACE eurjchem-75 108 8 1 1 NUM eurjchem-75 108 9     SPACE eurjchem-75 108 10 with with ADP eurjchem-75 108 11     SPACE eurjchem-75 108 12 acetylacetone acetylacetone NOUN eurjchem-75 108 13     SPACE eurjchem-75 108 14 and/or and/or CCONJ eurjchem-75 108 15     SPACE eurjchem-75 108 16 dibenzoylmethane dibenzoylmethane NOUN eurjchem-75 108 17     SPACE eurjchem-75 108 18 in in ADP eurjchem-75 108 19     SPACE eurjchem-75 108 20 boiling boiling NOUN eurjchem-75 108 21     SPACE eurjchem-75 108 22 ethanol ethanol NOUN eurjchem-75 108 23     SPACE eurjchem-75 108 24 containing contain VERB eurjchem-75 108 25     SPACE eurjchem-75 108 26 dbu dbu PROPN eurjchem-75 108 27     SPACE eurjchem-75 108 28 gave give VERB eurjchem-75 108 29     SPACE eurjchem-75 108 30 5‐ 5‐ NUM eurjchem-75 108 31 oxo‐5h‐chromeno[2,3‐b]pyridines oxo‐5h‐chromeno[2,3‐b]pyridine NOUN eurjchem-75 108 32     SPACE eurjchem-75 108 33 7a 7a NUM eurjchem-75 108 34     SPACE eurjchem-75 108 35 and and CCONJ eurjchem-75 108 36     SPACE eurjchem-75 108 37 7b 7b NOUN eurjchem-75 108 38 , , PUNCT eurjchem-75 108 39     SPACE eurjchem-75 108 40 respectively respectively ADV eurjchem-75 108 41     SPACE eurjchem-75 108 42 ( ( PUNCT eurjchem-75 108 43 scheme scheme NOUN eurjchem-75 108 44     SPACE eurjchem-75 108 45 3 3 NUM eurjchem-75 108 46 ) ) PUNCT eurjchem-75 108 47 . . PUNCT eurjchem-75 108 48     SPACE eurjchem-75 109 1 the the DET eurjchem-75 109 2     SPACE eurjchem-75 109 3 1h 1h NUM eurjchem-75 109 4     SPACE eurjchem-75 109 5 nmr nmr NOUN eurjchem-75 109 6     SPACE eurjchem-75 109 7 spectra spectra NOUN eurjchem-75 109 8     SPACE eurjchem-75 109 9 of of ADP eurjchem-75 109 10     SPACE eurjchem-75 109 11 compounds compound NOUN eurjchem-75 109 12     SPACE eurjchem-75 109 13 7a 7a NUM eurjchem-75 109 14     SPACE eurjchem-75 109 15 and and CCONJ eurjchem-75 109 16     SPACE eurjchem-75 109 17 7b 7b NOUN eurjchem-75 109 18     SPACE eurjchem-75 109 19 showed show VERB eurjchem-75 109 20     SPACE eurjchem-75 109 21 characteristic characteristic ADJ eurjchem-75 109 22     SPACE eurjchem-75 109 23 singlet singlet NOUN eurjchem-75 109 24     SPACE eurjchem-75 109 25 signals signal NOUN eurjchem-75 109 26     SPACE eurjchem-75 109 27 for for ADP eurjchem-75 109 28     SPACE eurjchem-75 109 29 the the DET eurjchem-75 109 30     SPACE eurjchem-75 109 31 h‐4 h‐4 NOUN eurjchem-75 109 32     SPACE eurjchem-75 109 33 protons proton NOUN eurjchem-75 109 34     SPACE eurjchem-75 109 35 at at ADP eurjchem-75 109 36     SPACE eurjchem-75 109 37 δ δ PROPN eurjchem-75 109 38     SPACE eurjchem-75 109 39 8.59 8.59 NUM eurjchem-75 109 40     SPACE eurjchem-75 109 41 and and CCONJ eurjchem-75 109 42     SPACE eurjchem-75 109 43 8.51 8.51 NUM eurjchem-75 109 44     SPACE eurjchem-75 109 45 ppm ppm NOUN eurjchem-75 109 46 , , PUNCT eurjchem-75 109 47     SPACE eurjchem-75 109 48 respectively respectively ADV eurjchem-75 109 49 . . PUNCT eurjchem-75 109 50     SPACE eurjchem-75 109 51 in in ADP eurjchem-75 109 52     SPACE eurjchem-75 109 53 addition addition NOUN eurjchem-75 109 54 , , PUNCT eurjchem-75 109 55     SPACE eurjchem-75 109 56 the the DET eurjchem-75 109 57     SPACE eurjchem-75 109 58 13c 13c NOUN eurjchem-75 109 59     SPACE eurjchem-75 109 60 nmr nmr NOUN eurjchem-75 109 61     SPACE eurjchem-75 109 62 spectrum spectrum NOUN eurjchem-75 109 63     SPACE eurjchem-75 109 64 of of ADP eurjchem-75 109 65     SPACE eurjchem-75 109 66 compound compound NOUN eurjchem-75 109 67     SPACE eurjchem-75 109 68 7a 7a NUM eurjchem-75 109 69     SPACE eurjchem-75 109 70 revealed reveal VERB eurjchem-75 109 71     SPACE eurjchem-75 109 72 the the DET eurjchem-75 109 73     SPACE eurjchem-75 109 74 presence presence NOUN eurjchem-75 109 75     SPACE eurjchem-75 109 76 of of ADP eurjchem-75 109 77     SPACE eurjchem-75 109 78 two two NUM eurjchem-75 109 79     SPACE eurjchem-75 109 80 characteristic characteristic ADJ eurjchem-75 109 81     SPACE eurjchem-75 109 82 signals signal NOUN eurjchem-75 109 83     SPACE eurjchem-75 109 84 at at ADP eurjchem-75 109 85     SPACE eurjchem-75 109 86 δ δ PROPN eurjchem-75 109 87     SPACE eurjchem-75 109 88 185.0 185.0 NUM eurjchem-75 109 89     SPACE eurjchem-75 109 90 ( ( PUNCT eurjchem-75 109 91 c c X eurjchem-75 109 92 = = NOUN eurjchem-75 109 93 o o NOUN eurjchem-75 109 94     SPACE eurjchem-75 109 95 as as ADP eurjchem-75 109 96     SPACE eurjchem-75 109 97 γ‐pyrone γ‐pyrone NUM eurjchem-75 109 98 ) ) PUNCT eurjchem-75 109 99     SPACE eurjchem-75 109 100 and and CCONJ eurjchem-75 109 101     SPACE eurjchem-75 109 102 194.2 194.2 NUM eurjchem-75 109 103     SPACE eurjchem-75 109 104 ppm ppm NOUN eurjchem-75 109 105     SPACE eurjchem-75 109 106 ( ( PUNCT eurjchem-75 109 107 c c X eurjchem-75 109 108 = = NOUN eurjchem-75 109 109 o o NOUN eurjchem-75 109 110     SPACE eurjchem-75 109 111 as as ADP eurjchem-75 109 112     SPACE eurjchem-75 109 113 acetyl acetyl NOUN eurjchem-75 109 114 ) ) PUNCT eurjchem-75 109 115 . . PUNCT eurjchem-75 109 116     SPACE eurjchem-75 110 1 in in ADP eurjchem-75 110 2     SPACE eurjchem-75 110 3 friedländer friedländer NOUN eurjchem-75 110 4     SPACE eurjchem-75 110 5 reactions reaction NOUN eurjchem-75 110 6     SPACE eurjchem-75 110 7 with with ADP eurjchem-75 110 8     SPACE eurjchem-75 110 9 unsymmetrical unsymmetrical ADJ eurjchem-75 110 10     SPACE eurjchem-75 110 11 ketones ketone NOUN eurjchem-75 110 12     SPACE eurjchem-75 110 13 such such ADJ eurjchem-75 110 14     SPACE eurjchem-75 110 15 as as ADP eurjchem-75 110 16     SPACE eurjchem-75 110 17 acetoacetanilide acetoacetanilide NOUN eurjchem-75 110 18 , , PUNCT eurjchem-75 110 19     SPACE eurjchem-75 110 20 two two NUM eurjchem-75 110 21     SPACE eurjchem-75 110 22 modes mode NOUN eurjchem-75 110 23     SPACE eurjchem-75 110 24 of of ADP eurjchem-75 110 25     SPACE eurjchem-75 110 26 cyclization cyclization NOUN eurjchem-75 110 27     SPACE eurjchem-75 110 28 should should AUX eurjchem-75 110 29     SPACE eurjchem-75 110 30 be be AUX eurjchem-75 110 31     SPACE eurjchem-75 110 32 theoretically theoretically ADV eurjchem-75 110 33     SPACE eurjchem-75 110 34 possible possible ADJ eurjchem-75 110 35 , , PUNCT eurjchem-75 110 36     SPACE eurjchem-75 110 37 depending depend VERB eurjchem-75 110 38     SPACE eurjchem-75 110 39 on on ADP eurjchem-75 110 40     SPACE eurjchem-75 110 41 whether whether SCONJ eurjchem-75 110 42     SPACE eurjchem-75 110 43 α‐methyl α‐methyl VERB eurjchem-75 110 44     SPACE eurjchem-75 110 45 or or CCONJ eurjchem-75 110 46     SPACE eurjchem-75 110 47 α‐ α‐ PROPN eurjchem-75 110 48 methylene methylene NOUN eurjchem-75 110 49     SPACE eurjchem-75 110 50 group group NOUN eurjchem-75 110 51     SPACE eurjchem-75 110 52 undergoes undergo VERB eurjchem-75 110 53     SPACE eurjchem-75 110 54 condensation condensation NOUN eurjchem-75 110 55     SPACE eurjchem-75 110 56 with with ADP eurjchem-75 110 57     SPACE eurjchem-75 110 58 the the DET eurjchem-75 110 59     SPACE eurjchem-75 110 60 aldehyde aldehyde NOUN eurjchem-75 110 61     SPACE eurjchem-75 110 62 group group NOUN eurjchem-75 110 63     SPACE eurjchem-75 110 64 of of ADP eurjchem-75 110 65     SPACE eurjchem-75 110 66 compound compound NOUN eurjchem-75 110 67     SPACE eurjchem-75 110 68 1 1 NUM eurjchem-75 110 69     SPACE eurjchem-75 110 70 [ [ X eurjchem-75 110 71 25 25 NUM eurjchem-75 110 72 ] ] PUNCT eurjchem-75 110 73 . . PUNCT eurjchem-75 110 74     SPACE eurjchem-75 110 75 herein herein NOUN eurjchem-75 110 76 , , PUNCT eurjchem-75 110 77     SPACE eurjchem-75 110 78 dbu dbu PROPN eurjchem-75 110 79     SPACE eurjchem-75 110 80 catalyzed catalyze VERB eurjchem-75 110 81     SPACE eurjchem-75 110 82 condensation condensation NOUN eurjchem-75 110 83     SPACE eurjchem-75 110 84 of of ADP eurjchem-75 110 85     SPACE eurjchem-75 110 86 acetoacetanilide acetoacetanilide NOUN eurjchem-75 110 87     SPACE eurjchem-75 110 88 with with ADP eurjchem-75 110 89     SPACE eurjchem-75 110 90 compound compound NOUN eurjchem-75 110 91     SPACE eurjchem-75 110 92 1 1 NUM eurjchem-75 110 93     SPACE eurjchem-75 110 94 yielded yield VERB eurjchem-75 110 95     SPACE eurjchem-75 110 96 only only ADV eurjchem-75 110 97     SPACE eurjchem-75 110 98 9‐allyl‐2‐ 9‐allyl‐2‐ PROPN eurjchem-75 110 99 methyl‐5‐oxo‐n‐phenyl‐5h‐chromeno[2,3‐b]pyridine‐3‐carbox methyl‐5‐oxo‐n‐phenyl‐5h‐chromeno[2,3‐b]pyridine‐3‐carbox PROPN eurjchem-75 110 100     SPACE eurjchem-75 110 101 amide amide NOUN eurjchem-75 110 102     SPACE eurjchem-75 110 103 ( ( PUNCT eurjchem-75 110 104 8) 8) NUM eurjchem-75 110 105     SPACE eurjchem-75 110 106 ( ( PUNCT eurjchem-75 110 107 scheme scheme NOUN eurjchem-75 110 108     SPACE eurjchem-75 110 109 3 3 NUM eurjchem-75 110 110 ) ) PUNCT eurjchem-75 110 111 . . PUNCT eurjchem-75 110 112     SPACE eurjchem-75 111 1 this this DET eurjchem-75 111 2     SPACE eurjchem-75 111 3 conclusion conclusion NOUN eurjchem-75 111 4     SPACE eurjchem-75 111 5 was be AUX eurjchem-75 111 6     SPACE eurjchem-75 111 7 based base VERB eurjchem-75 111 8     SPACE eurjchem-75 111 9 upon upon SCONJ eurjchem-75 111 10     SPACE eurjchem-75 111 11 the the DET eurjchem-75 111 12     SPACE eurjchem-75 111 13 1h 1h NUM eurjchem-75 111 14     SPACE eurjchem-75 111 15 nmr nmr NOUN eurjchem-75 111 16     SPACE eurjchem-75 111 17 spectrum spectrum NOUN eurjchem-75 111 18     SPACE eurjchem-75 111 19 of of ADP eurjchem-75 111 20     SPACE eurjchem-75 111 21 compound compound NOUN eurjchem-75 111 22     SPACE eurjchem-75 111 23 8 8 NUM eurjchem-75 111 24     SPACE eurjchem-75 111 25 and and CCONJ eurjchem-75 111 26     SPACE eurjchem-75 111 27 in in ADP eurjchem-75 111 28     SPACE eurjchem-75 111 29 particular particular ADJ eurjchem-75 111 30     SPACE eurjchem-75 111 31 the the DET eurjchem-75 111 32     SPACE eurjchem-75 111 33 two two NUM eurjchem-75 111 34     SPACE eurjchem-75 111 35 singlet singlet NOUN eurjchem-75 111 36     SPACE eurjchem-75 111 37 signals signal NOUN eurjchem-75 111 38     SPACE eurjchem-75 111 39 at at ADP eurjchem-75 111 40     SPACE eurjchem-75 111 41 δ δ PROPN eurjchem-75 111 42     SPACE eurjchem-75 111 43 2.25 2.25 NUM eurjchem-75 111 44     SPACE eurjchem-75 111 45 and and CCONJ eurjchem-75 111 46     SPACE eurjchem-75 111 47 8.70 8.70 NUM eurjchem-75 111 48     SPACE eurjchem-75 111 49 ppm ppm AUX eurjchem-75 111 50     SPACE eurjchem-75 111 51 assigned assign VERB eurjchem-75 111 52     SPACE eurjchem-75 111 53 to to ADP eurjchem-75 111 54     SPACE eurjchem-75 111 55 ch3 ch3 PROPN eurjchem-75 111 56     SPACE eurjchem-75 111 57 and and CCONJ eurjchem-75 111 58     SPACE eurjchem-75 111 59 h‐4 h‐4 NOUN eurjchem-75 111 60     SPACE eurjchem-75 111 61 protons proton NOUN eurjchem-75 111 62 , , PUNCT eurjchem-75 111 63     SPACE eurjchem-75 111 64 respectively respectively ADV eurjchem-75 111 65 . . PUNCT eurjchem-75 111 66     SPACE eurjchem-75 112 1 cyclic cyclic ADJ eurjchem-75 112 2     SPACE eurjchem-75 112 3 α‐methylene α‐methylene NUM eurjchem-75 112 4     SPACE eurjchem-75 112 5 ketones ketone NOUN eurjchem-75 112 6     SPACE eurjchem-75 112 7 and and CCONJ eurjchem-75 112 8     SPACE eurjchem-75 112 9 cyclic cyclic NOUN eurjchem-75 112 10     SPACE eurjchem-75 112 11 1,3‐diketones 1,3‐diketone NOUN eurjchem-75 112 12     SPACE eurjchem-75 112 13 also also ADV eurjchem-75 112 14     SPACE eurjchem-75 112 15 undergo undergo VERB eurjchem-75 112 16     SPACE eurjchem-75 112 17 smooth smooth NOUN eurjchem-75 112 18     SPACE eurjchem-75 112 19 and and CCONJ eurjchem-75 112 20     SPACE eurjchem-75 112 21 efficient efficient ADJ eurjchem-75 112 22     SPACE eurjchem-75 112 23 friedländer friedländer NOUN eurjchem-75 112 24     SPACE eurjchem-75 112 25 reaction reaction NOUN eurjchem-75 112 26     SPACE eurjchem-75 112 27 for for ADP eurjchem-75 112 28     SPACE eurjchem-75 112 29 compound compound NOUN eurjchem-75 112 30     SPACE eurjchem-75 112 31 1 1 NUM eurjchem-75 112 32     SPACE eurjchem-75 112 33 yielding yield VERB eurjchem-75 112 34     SPACE eurjchem-75 112 35 heteroannulated heteroannulate VERB eurjchem-75 112 36     SPACE eurjchem-75 112 37 chromenes chromene NOUN eurjchem-75 112 38 . . PUNCT eurjchem-75 112 39     SPACE eurjchem-75 112 40 thus thus ADV eurjchem-75 112 41 , , PUNCT eurjchem-75 112 42     SPACE eurjchem-75 112 43 reaction reaction NOUN eurjchem-75 112 44     SPACE eurjchem-75 112 45 of of ADP eurjchem-75 112 46     SPACE eurjchem-75 112 47 1 1 NUM eurjchem-75 112 48     SPACE eurjchem-75 112 49 with with ADP eurjchem-75 112 50     SPACE eurjchem-75 112 51 2‐phenyliminothiazolidin‐4‐one 2‐phenyliminothiazolidin‐4‐one PRON eurjchem-75 112 52     SPACE eurjchem-75 112 53 ( ( PUNCT eurjchem-75 112 54 9 9 NUM eurjchem-75 112 55 ) ) PUNCT eurjchem-75 112 56 , , PUNCT eurjchem-75 112 57     SPACE eurjchem-75 112 58 pyrazoline‐3,5‐dione pyrazoline‐3,5‐dione NOUN eurjchem-75 112 59     SPACE eurjchem-75 112 60 ( ( PUNCT eurjchem-75 112 61 10 10 NUM eurjchem-75 112 62 ) ) PUNCT eurjchem-75 112 63 , , PUNCT eurjchem-75 112 64     SPACE eurjchem-75 112 65 5,5‐dimethylcyclohexane‐1,3‐dione 5,5‐dimethylcyclohexane‐1,3‐dione NUM eurjchem-75 112 66     SPACE eurjchem-75 112 67 ( ( PUNCT eurjchem-75 112 68 11 11 NUM eurjchem-75 112 69 ) ) PUNCT eurjchem-75 112 70     SPACE eurjchem-75 112 71 and and CCONJ eurjchem-75 112 72     SPACE eurjchem-75 112 73 thiobarbituric thiobarbituric ADJ eurjchem-75 112 74     SPACE eurjchem-75 112 75 acid acid NOUN eurjchem-75 112 76     SPACE eurjchem-75 112 77 ( ( PUNCT eurjchem-75 112 78 12 12 NUM eurjchem-75 112 79 ) ) PUNCT eurjchem-75 112 80     SPACE eurjchem-75 112 81 afforded afford VERB eurjchem-75 112 82     SPACE eurjchem-75 112 83 a a DET eurjchem-75 112 84     SPACE eurjchem-75 112 85 new new ADJ eurjchem-75 112 86     SPACE eurjchem-75 112 87 series series NOUN eurjchem-75 112 88     SPACE eurjchem-75 112 89 of of ADP eurjchem-75 112 90     SPACE eurjchem-75 112 91 tetracyclic tetracyclic NOUN eurjchem-75 112 92     SPACE eurjchem-75 112 93 systems system NOUN eurjchem-75 112 94     SPACE eurjchem-75 112 95 13­16 13­16 NUM eurjchem-75 112 96 , , PUNCT eurjchem-75 112 97     SPACE eurjchem-75 112 98 respectively respectively ADV eurjchem-75 112 99     SPACE eurjchem-75 112 100 ( ( PUNCT eurjchem-75 112 101 scheme scheme NOUN eurjchem-75 112 102     SPACE eurjchem-75 112 103 4 4 NUM eurjchem-75 112 104 ) ) PUNCT eurjchem-75 112 105 . . PUNCT eurjchem-75 112 106     SPACE eurjchem-75 113 1 the the DET eurjchem-75 113 2     SPACE eurjchem-75 113 3 novel novel NOUN eurjchem-75 113 4     SPACE eurjchem-75 113 5 polyfused polyfuse VERB eurjchem-75 113 6     SPACE eurjchem-75 113 7 systems system NOUN eurjchem-75 113 8     SPACE eurjchem-75 113 9 13­16 13­16 NUM eurjchem-75 113 10     SPACE eurjchem-75 113 11 showed show VERB eurjchem-75 113 12     SPACE eurjchem-75 113 13 the the DET eurjchem-75 113 14     SPACE eurjchem-75 113 15 pyridine pyridine NOUN eurjchem-75 113 16     SPACE eurjchem-75 113 17 ring ring NOUN eurjchem-75 113 18     SPACE eurjchem-75 113 19 protons proton NOUN eurjchem-75 113 20     SPACE eurjchem-75 113 21 as as ADP eurjchem-75 113 22     SPACE eurjchem-75 113 23 characteristic characteristic ADJ eurjchem-75 113 24     SPACE eurjchem-75 113 25 singlets singlet NOUN eurjchem-75 113 26     SPACE eurjchem-75 113 27 in in ADP eurjchem-75 113 28     SPACE eurjchem-75 113 29 the the DET eurjchem-75 113 30     SPACE eurjchem-75 113 31 region region NOUN eurjchem-75 113 32     SPACE eurjchem-75 113 33 δ δ PROPN eurjchem-75 113 34     SPACE eurjchem-75 113 35 8.38‐8.87 8.38‐8.87 NUM eurjchem-75 113 36     SPACE eurjchem-75 113 37 ppm ppm NOUN eurjchem-75 113 38     SPACE eurjchem-75 113 39 in in ADP eurjchem-75 113 40     SPACE eurjchem-75 113 41 their their PRON eurjchem-75 113 42     SPACE eurjchem-75 113 43 1h‐ 1h‐ NUM eurjchem-75 113 44 nmr nmr NOUN eurjchem-75 113 45     SPACE eurjchem-75 113 46 spectra spectra NOUN eurjchem-75 113 47 . . PUNCT eurjchem-75 113 48     SPACE eurjchem-75 113 49 also also ADV eurjchem-75 113 50 , , PUNCT eurjchem-75 113 51     SPACE eurjchem-75 113 52 13c 13c NOUN eurjchem-75 113 53     SPACE eurjchem-75 113 54 nmr nmr NOUN eurjchem-75 113 55     SPACE eurjchem-75 113 56 spectrum spectrum NOUN eurjchem-75 113 57     SPACE eurjchem-75 113 58 of of ADP eurjchem-75 113 59     SPACE eurjchem-75 113 60 compound compound NOUN eurjchem-75 113 61     SPACE eurjchem-75 113 62 16 16 NUM eurjchem-75 113 63     SPACE eurjchem-75 113 64 showed show VERB eurjchem-75 113 65     SPACE eurjchem-75 113 66 characteristic characteristic ADJ eurjchem-75 113 67     SPACE eurjchem-75 113 68 signals signal NOUN eurjchem-75 113 69     SPACE eurjchem-75 113 70 at at ADP eurjchem-75 113 71     SPACE eurjchem-75 113 72 δ δ PROPN eurjchem-75 113 73     SPACE eurjchem-75 113 74 162.5 162.5 NUM eurjchem-75 113 75 , , PUNCT eurjchem-75 113 76     SPACE eurjchem-75 113 77 174.5 174.5 NUM eurjchem-75 113 78     SPACE eurjchem-75 113 79 and and CCONJ eurjchem-75 113 80     SPACE eurjchem-75 113 81 185.3 185.3 NUM eurjchem-75 113 82     SPACE eurjchem-75 113 83 ppm ppm NOUN eurjchem-75 113 84     SPACE eurjchem-75 113 85 attributed attribute VERB eurjchem-75 113 86     SPACE eurjchem-75 113 87 to to ADP eurjchem-75 113 88     SPACE eurjchem-75 113 89 c c NOUN eurjchem-75 113 90 = = NOUN eurjchem-75 113 91 o o NOUN eurjchem-75 113 92     SPACE eurjchem-75 113 93 as as ADP eurjchem-75 113 94     SPACE eurjchem-75 113 95 cyclic cyclic ADJ eurjchem-75 113 96     SPACE eurjchem-75 113 97 amide amide NOUN eurjchem-75 113 98 , , PUNCT eurjchem-75 113 99     SPACE eurjchem-75 113 100 c c NOUN eurjchem-75 113 101 = = NOUN eurjchem-75 113 102 o o NOUN eurjchem-75 113 103     SPACE eurjchem-75 113 104 as as ADP eurjchem-75 113 105     SPACE eurjchem-75 113 106 thioxo thioxo NOUN eurjchem-75 113 107     SPACE eurjchem-75 113 108 and and CCONJ eurjchem-75 113 109     SPACE eurjchem-75 113 110 c c NOUN eurjchem-75 113 111 = = NOUN eurjchem-75 113 112 o o NOUN eurjchem-75 113 113     SPACE eurjchem-75 113 114 as as ADP eurjchem-75 113 115     SPACE eurjchem-75 113 116 γ‐ γ‐ NOUN eurjchem-75 113 117 pyrone pyrone NOUN eurjchem-75 113 118 , , PUNCT eurjchem-75 113 119     SPACE eurjchem-75 113 120 respectively respectively ADV eurjchem-75 113 121 . . PUNCT eurjchem-75 113 122     SPACE eurjchem-75 113 123 the the DET eurjchem-75 113 124     SPACE eurjchem-75 113 125 mass mass ADJ eurjchem-75 113 126     SPACE eurjchem-75 113 127 spectrum spectrum NOUN eurjchem-75 113 128     SPACE eurjchem-75 113 129 of of ADP eurjchem-75 113 130     SPACE eurjchem-75 113 131 compound compound NOUN eurjchem-75 113 132     SPACE eurjchem-75 113 133 15 15 NUM eurjchem-75 113 134     SPACE eurjchem-75 113 135 128 128 NUM eurjchem-75 113 136     SPACE eurjchem-75 113 137 ibrahim ibrahim PROPN eurjchem-75 113 138     SPACE eurjchem-75 113 139 / / SYM eurjchem-75 113 140     SPACE eurjchem-75 113 141 european european ADJ eurjchem-75 113 142     SPACE eurjchem-75 113 143 journal journal NOUN eurjchem-75 113 144     SPACE eurjchem-75 113 145 of of ADP eurjchem-75 113 146     SPACE eurjchem-75 113 147 chemistry chemistry NOUN eurjchem-75 113 148     SPACE eurjchem-75 113 149 1 1 NUM eurjchem-75 113 150     SPACE eurjchem-75 113 151 ( ( PUNCT eurjchem-75 113 152 2)(2010 2)(2010 NOUN eurjchem-75 113 153 ) ) PUNCT eurjchem-75 113 154     SPACE eurjchem-75 113 155 124­128 124­128 NOUN eurjchem-75 113 156         SPACE eurjchem-75 113 157 revealed reveal VERB eurjchem-75 113 158     SPACE eurjchem-75 113 159 the the DET eurjchem-75 113 160     SPACE eurjchem-75 113 161 molecular molecular ADJ eurjchem-75 113 162     SPACE eurjchem-75 113 163 ion ion NOUN eurjchem-75 113 164     SPACE eurjchem-75 113 165 peak peak NOUN eurjchem-75 113 166     SPACE eurjchem-75 113 167 at at ADP eurjchem-75 113 168     SPACE eurjchem-75 113 169 m m PROPN eurjchem-75 113 170 / / PROPN eurjchem-75 113 171 z z NOUN eurjchem-75 113 172     SPACE eurjchem-75 113 173 333 333 NUM eurjchem-75 113 174 , , PUNCT eurjchem-75 113 175     SPACE eurjchem-75 113 176 as as ADP eurjchem-75 113 177     SPACE eurjchem-75 113 178 the the DET eurjchem-75 113 179     SPACE eurjchem-75 113 180 base base NOUN eurjchem-75 113 181     SPACE eurjchem-75 113 182 peak peak NOUN eurjchem-75 113 183 , , PUNCT eurjchem-75 113 184     SPACE eurjchem-75 113 185 which which PRON eurjchem-75 113 186     SPACE eurjchem-75 113 187 is be AUX eurjchem-75 113 188     SPACE eurjchem-75 113 189 coincident coincident NOUN eurjchem-75 113 190     SPACE eurjchem-75 113 191 with with ADP eurjchem-75 113 192     SPACE eurjchem-75 113 193 the the DET eurjchem-75 113 194     SPACE eurjchem-75 113 195 formula formula NOUN eurjchem-75 113 196     SPACE eurjchem-75 113 197 weight weight NOUN eurjchem-75 113 198     SPACE eurjchem-75 113 199 ( ( PUNCT eurjchem-75 113 200 333.39 333.39 NUM eurjchem-75 113 201 ) ) PUNCT eurjchem-75 113 202     SPACE eurjchem-75 113 203 and and CCONJ eurjchem-75 113 204     SPACE eurjchem-75 113 205 supports support VERB eurjchem-75 113 206     SPACE eurjchem-75 113 207 the the DET eurjchem-75 113 208     SPACE eurjchem-75 113 209 identity identity NOUN eurjchem-75 113 210     SPACE eurjchem-75 113 211 of of ADP eurjchem-75 113 212     SPACE eurjchem-75 113 213 the the DET eurjchem-75 113 214     SPACE eurjchem-75 113 215 structure structure NOUN eurjchem-75 113 216 . . PUNCT eurjchem-75 113 217         SPACE eurjchem-75 114 1 4 4 NUM eurjchem-75 114 2 . . PUNCT eurjchem-75 114 3     SPACE eurjchem-75 114 4 conclusions conclusion NOUN eurjchem-75 114 5         SPACE eurjchem-75 114 6 in in ADP eurjchem-75 114 7     SPACE eurjchem-75 114 8 conclusion conclusion NOUN eurjchem-75 114 9 , , PUNCT eurjchem-75 114 10     SPACE eurjchem-75 114 11 we we PRON eurjchem-75 114 12     SPACE eurjchem-75 114 13 have have AUX eurjchem-75 114 14     SPACE eurjchem-75 114 15 described describe VERB eurjchem-75 114 16     SPACE eurjchem-75 114 17 a a DET eurjchem-75 114 18     SPACE eurjchem-75 114 19 mild mild ADJ eurjchem-75 114 20     SPACE eurjchem-75 114 21 and and CCONJ eurjchem-75 114 22     SPACE eurjchem-75 114 23 efficient efficient ADJ eurjchem-75 114 24     SPACE eurjchem-75 114 25 protocol protocol NOUN eurjchem-75 114 26     SPACE eurjchem-75 114 27 for for ADP eurjchem-75 114 28     SPACE eurjchem-75 114 29 the the DET eurjchem-75 114 30     SPACE eurjchem-75 114 31 synthesis synthesis NOUN eurjchem-75 114 32     SPACE eurjchem-75 114 33 of of ADP eurjchem-75 114 34     SPACE eurjchem-75 114 35 chromeno[2,3‐b]pyridines chromeno[2,3‐b]pyridine NOUN eurjchem-75 114 36     SPACE eurjchem-75 114 37 and and CCONJ eurjchem-75 114 38     SPACE eurjchem-75 114 39 heteroannulated heteroannulate VERB eurjchem-75 114 40     SPACE eurjchem-75 114 41 chromones chromone NOUN eurjchem-75 114 42     SPACE eurjchem-75 114 43 via via ADP eurjchem-75 114 44     SPACE eurjchem-75 114 45 dbu dbu PROPN eurjchem-75 114 46     SPACE eurjchem-75 114 47 catalyzed catalyze VERB eurjchem-75 114 48     SPACE eurjchem-75 114 49 friedländer friedländer NOUN eurjchem-75 114 50     SPACE eurjchem-75 114 51 condensation condensation NOUN eurjchem-75 114 52     SPACE eurjchem-75 114 53 reactions reaction NOUN eurjchem-75 114 54     SPACE eurjchem-75 114 55 of of ADP eurjchem-75 114 56     SPACE eurjchem-75 114 57 8‐allyl‐2‐aminochromone‐3‐ 8‐allyl‐2‐aminochromone‐3‐ NUM eurjchem-75 114 58 carboxaldehyde carboxaldehyde NOUN eurjchem-75 114 59     SPACE eurjchem-75 114 60 with with ADP eurjchem-75 114 61     SPACE eurjchem-75 114 62 some some DET eurjchem-75 114 63     SPACE eurjchem-75 114 64 α‐methyl α‐methyl NOUN eurjchem-75 114 65     SPACE eurjchem-75 114 66 or or CCONJ eurjchem-75 114 67     SPACE eurjchem-75 114 68 α‐methylene α‐methylene NUM eurjchem-75 114 69     SPACE eurjchem-75 114 70 ketones ketone NOUN eurjchem-75 114 71 . . PUNCT eurjchem-75 114 72           SPACE eurjchem-75 114 73 references reference NOUN eurjchem-75 114 74         SPACE eurjchem-75 115 1 [ [ X eurjchem-75 115 2 1 1 NUM eurjchem-75 115 3 ] ] PUNCT eurjchem-75 115 4 . . PUNCT eurjchem-75 116 1 valenti valenti PROPN eurjchem-75 116 2 , , PUNCT eurjchem-75 116 3     SPACE eurjchem-75 116 4 p. p. NOUN eurjchem-75 116 5 ; ; PUNCT eurjchem-75 116 6     SPACE eurjchem-75 116 7 bisi bisi PROPN eurjchem-75 116 8 , , PUNCT eurjchem-75 116 9     SPACE eurjchem-75 116 10 a. a. NOUN eurjchem-75 116 11 ; ; PUNCT eurjchem-75 116 12     SPACE eurjchem-75 116 13 rampa rampa NOUN eurjchem-75 116 14 , , PUNCT eurjchem-75 116 15     SPACE eurjchem-75 116 16 a. a. NOUN eurjchem-75 116 17 ; ; PUNCT eurjchem-75 116 18     SPACE eurjchem-75 116 19 belluti belluti NOUN eurjchem-75 116 20 , , PUNCT eurjchem-75 116 21     SPACE eurjchem-75 116 22 f. f. PROPN eurjchem-75 116 23 ; ; PUNCT eurjchem-75 116 24     SPACE eurjchem-75 116 25 gobbi gobbi PROPN eurjchem-75 116 26 , , PUNCT eurjchem-75 116 27     SPACE eurjchem-75 116 28 s. s. PROPN eurjchem-75 116 29 ; ; PUNCT eurjchem-75 116 30     SPACE eurjchem-75 116 31 zampiron zampiron NOUN eurjchem-75 116 32 , , PUNCT eurjchem-75 116 33     SPACE eurjchem-75 116 34 a. a. NOUN eurjchem-75 116 35 ; ; PUNCT eurjchem-75 116 36     SPACE eurjchem-75 116 37 carrara carrara ADJ eurjchem-75 116 38 , , PUNCT eurjchem-75 116 39     SPACE eurjchem-75 116 40 m. m. NOUN eurjchem-75 116 41     SPACE eurjchem-75 116 42 bioorg bioorg PROPN eurjchem-75 116 43 . . PUNCT eurjchem-75 116 44     SPACE eurjchem-75 117 1 med med PROPN eurjchem-75 117 2 . . PUNCT eurjchem-75 117 3     SPACE eurjchem-75 117 4 chem chem NOUN eurjchem-75 117 5 . . PUNCT eurjchem-75 117 6     SPACE eurjchem-75 117 7 2000 2000 NUM eurjchem-75 117 8 , , PUNCT eurjchem-75 117 9     SPACE eurjchem-75 117 10 8 8 NUM eurjchem-75 117 11 , , PUNCT eurjchem-75 117 12     SPACE eurjchem-75 117 13 239‐246 239‐246 NUM eurjchem-75 117 14 . . PUNCT eurjchem-75 117 15       SPACE eurjchem-75 118 1 [ [ X eurjchem-75 118 2 2 2 NUM eurjchem-75 118 3 ] ] PUNCT eurjchem-75 118 4 . . PUNCT eurjchem-75 119 1 lim lim PROPN eurjchem-75 119 2 , , PUNCT eurjchem-75 119 3     SPACE eurjchem-75 119 4 l.‐c l.‐c X eurjchem-75 119 5 . . PUNCT eurjchem-75 119 6 ; ; PUNCT eurjchem-75 119 7     SPACE eurjchem-75 119 8 kuo kuo PROPN eurjchem-75 119 9 , , PUNCT eurjchem-75 119 10     SPACE eurjchem-75 119 11 y.‐c y.‐c NUM eurjchem-75 119 12 . . PUNCT eurjchem-75 119 13 ; ; PUNCT eurjchem-75 119 14     SPACE eurjchem-75 119 15 chou chou NOUN eurjchem-75 119 16 , , PUNCT eurjchem-75 119 17     SPACE eurjchem-75 119 18 c.‐j c.‐j PRON eurjchem-75 119 19 . . PUNCT eurjchem-75 119 20     SPACE eurjchem-75 119 21 j. j. PROPN eurjchem-75 119 22     SPACE eurjchem-75 119 23 nat nat PROPN eurjchem-75 119 24 . . PUNCT eurjchem-75 119 25     SPACE eurjchem-75 119 26 prod prod NOUN eurjchem-75 119 27 . . PUNCT eurjchem-75 119 28     SPACE eurjchem-75 119 29 2000 2000 NUM eurjchem-75 119 30 , , PUNCT eurjchem-75 119 31     SPACE eurjchem-75 119 32 63 63 NUM eurjchem-75 119 33 , , PUNCT eurjchem-75 119 34     SPACE eurjchem-75 119 35 627‐630 627‐630 NUM eurjchem-75 119 36 . . PUNCT eurjchem-75 119 37     SPACE eurjchem-75 120 1 [ [ X eurjchem-75 120 2 3 3 NUM eurjchem-75 120 3 ] ] PUNCT eurjchem-75 120 4 . . PUNCT eurjchem-75 121 1 shi shi PROPN eurjchem-75 121 2 , , PUNCT eurjchem-75 121 3     SPACE eurjchem-75 121 4 y. y. NOUN eurjchem-75 121 5     SPACE eurjchem-75 121 6 q. q. PROPN eurjchem-75 121 7 ; ; PUNCT eurjchem-75 121 8     SPACE eurjchem-75 121 9 fukai fukai NOUN eurjchem-75 121 10 , , PUNCT eurjchem-75 121 11     SPACE eurjchem-75 121 12 t. t. PROPN eurjchem-75 121 13 ; ; PUNCT eurjchem-75 121 14     SPACE eurjchem-75 121 15 sakagami sakagami PROPN eurjchem-75 121 16 , , PUNCT eurjchem-75 121 17     SPACE eurjchem-75 121 18 h. h. PROPN eurjchem-75 121 19 ; ; PUNCT eurjchem-75 121 20     SPACE eurjchem-75 121 21 chang chang PROPN eurjchem-75 121 22 , , PUNCT eurjchem-75 121 23     SPACE eurjchem-75 121 24 w.‐j w.‐j NUM eurjchem-75 121 25 . . PUNCT eurjchem-75 121 26 ; ; PUNCT eurjchem-75 121 27     SPACE eurjchem-75 121 28 yang yang PROPN eurjchem-75 121 29 , , PUNCT eurjchem-75 121 30     SPACE eurjchem-75 121 31 p.‐q p.‐q PROPN eurjchem-75 121 32 . . PUNCT eurjchem-75 121 33 ; ; PUNCT eurjchem-75 121 34     SPACE eurjchem-75 121 35 wang wang PROPN eurjchem-75 121 36 , , PUNCT eurjchem-75 121 37     SPACE eurjchem-75 121 38 f.‐p f.‐p PROPN eurjchem-75 121 39 . . PROPN eurjchem-75 121 40 ; ; PUNCT eurjchem-75 121 41     SPACE eurjchem-75 121 42 nomura nomura NOUN eurjchem-75 121 43 , , PUNCT eurjchem-75 121 44     SPACE eurjchem-75 121 45 t. t. PROPN eurjchem-75 121 46       SPACE eurjchem-75 121 47 j. j. PROPN eurjchem-75 121 48     SPACE eurjchem-75 121 49 nat nat PROPN eurjchem-75 121 50 . . PUNCT eurjchem-75 121 51     SPACE eurjchem-75 121 52 prod prod NOUN eurjchem-75 121 53 . . PUNCT eurjchem-75 121 54     SPACE eurjchem-75 121 55 2001 2001 NUM eurjchem-75 121 56 , , PUNCT eurjchem-75 121 57     SPACE eurjchem-75 121 58 64 64 NUM eurjchem-75 121 59 , , PUNCT eurjchem-75 121 60     SPACE eurjchem-75 121 61 181‐188 181‐188 NUM eurjchem-75 121 62 . . PUNCT eurjchem-75 121 63     SPACE eurjchem-75 122 1 [ [ X eurjchem-75 122 2 4 4 NUM eurjchem-75 122 3 ] ] PUNCT eurjchem-75 122 4 . . PUNCT eurjchem-75 123 1 larget larget PROPN eurjchem-75 123 2 , , PUNCT eurjchem-75 123 3     SPACE eurjchem-75 123 4 r. r. PROPN eurjchem-75 123 5 ; ; PUNCT eurjchem-75 123 6     SPACE eurjchem-75 123 7 lockhart lockhart PROPN eurjchem-75 123 8 , , PUNCT eurjchem-75 123 9     SPACE eurjchem-75 123 10 b. b. PROPN eurjchem-75 123 11 ; ; PUNCT eurjchem-75 123 12     SPACE eurjchem-75 123 13 renard renard PROPN eurjchem-75 123 14 , , PUNCT eurjchem-75 123 15     SPACE eurjchem-75 123 16 p. p. NOUN eurjchem-75 123 17 ; ; PUNCT eurjchem-75 123 18     SPACE eurjchem-75 123 19 largeron largeron NOUN eurjchem-75 123 20 , , PUNCT eurjchem-75 123 21     SPACE eurjchem-75 123 22 m. m. NOUN eurjchem-75 123 23     SPACE eurjchem-75 123 24 bioorg bioorg PROPN eurjchem-75 123 25 . . PUNCT eurjchem-75 123 26     SPACE eurjchem-75 124 1 med med PROPN eurjchem-75 124 2 . . PUNCT eurjchem-75 124 3     SPACE eurjchem-75 124 4 chem chem NOUN eurjchem-75 124 5 . . PUNCT eurjchem-75 124 6     SPACE eurjchem-75 124 7 lett lett PROPN eurjchem-75 124 8 . . PUNCT eurjchem-75 124 9     SPACE eurjchem-75 124 10 2000 2000 NUM eurjchem-75 124 11 , , PUNCT eurjchem-75 124 12     SPACE eurjchem-75 124 13 10 10 NUM eurjchem-75 124 14 , , PUNCT eurjchem-75 124 15     SPACE eurjchem-75 124 16 835‐838 835‐838 NUM eurjchem-75 124 17 . . PUNCT eurjchem-75 124 18       SPACE eurjchem-75 125 1 [ [ X eurjchem-75 125 2 5 5 NUM eurjchem-75 125 3 ] ] PUNCT eurjchem-75 125 4 . . PUNCT eurjchem-75 126 1 ungwitayatorn ungwitayatorn ADJ eurjchem-75 126 2 , , PUNCT eurjchem-75 126 3     SPACE eurjchem-75 126 4 j. j. PROPN eurjchem-75 126 5 ; ; PUNCT eurjchem-75 126 6     SPACE eurjchem-75 126 7 samee samee PROPN eurjchem-75 126 8 , , PUNCT eurjchem-75 126 9     SPACE eurjchem-75 126 10 w. w. PROPN eurjchem-75 126 11 ; ; PUNCT eurjchem-75 126 12     SPACE eurjchem-75 126 13 pimthon pimthon NOUN eurjchem-75 126 14 , , PUNCT eurjchem-75 126 15     SPACE eurjchem-75 126 16 j. j. PROPN eurjchem-75 126 17     SPACE eurjchem-75 126 18 j. j. PROPN eurjchem-75 126 19     SPACE eurjchem-75 126 20 mol mol PROPN eurjchem-75 126 21 . . PUNCT eurjchem-75 126 22     SPACE eurjchem-75 126 23 struct struct NOUN eurjchem-75 126 24 . . PUNCT eurjchem-75 126 25     SPACE eurjchem-75 126 26 2004 2004 NUM eurjchem-75 126 27 , , PUNCT eurjchem-75 126 28     SPACE eurjchem-75 126 29 689 689 NUM eurjchem-75 126 30 , , PUNCT eurjchem-75 126 31     SPACE eurjchem-75 126 32 99‐ 99‐ NUM eurjchem-75 126 33 106 106 NUM eurjchem-75 126 34 . . PUNCT eurjchem-75 126 35       SPACE eurjchem-75 127 1 [ [ X eurjchem-75 127 2 6 6 NUM eurjchem-75 127 3 ] ] PUNCT eurjchem-75 127 4 . . PUNCT eurjchem-75 128 1 ishakava ishakava NOUN eurjchem-75 128 2 , , PUNCT eurjchem-75 128 3     SPACE eurjchem-75 128 4 t. t. PROPN eurjchem-75 128 5 ; ; PUNCT eurjchem-75 128 6     SPACE eurjchem-75 128 7 oku oku PROPN eurjchem-75 128 8 , , PUNCT eurjchem-75 128 9     SPACE eurjchem-75 128 10 y. y. PROPN eurjchem-75 128 11 ; ; PUNCT eurjchem-75 128 12     SPACE eurjchem-75 128 13 tanaka tanaka PROPN eurjchem-75 128 14 , , PUNCT eurjchem-75 128 15     SPACE eurjchem-75 128 16 t. t. PROPN eurjchem-75 128 17 ; ; PUNCT eurjchem-75 128 18     SPACE eurjchem-75 128 19 kumamoto kumamoto PROPN eurjchem-75 128 20 , , PUNCT eurjchem-75 128 21     SPACE eurjchem-75 128 22 t. t. PROPN eurjchem-75 128 23     SPACE eurjchem-75 128 24 tetrahedron tetrahedron NOUN eurjchem-75 128 25     SPACE eurjchem-75 128 26 lett lett NOUN eurjchem-75 128 27 . . PUNCT eurjchem-75 128 28     SPACE eurjchem-75 128 29 1999 1999 NUM eurjchem-75 128 30 , , PUNCT eurjchem-75 128 31     SPACE eurjchem-75 128 32 40 40 NUM eurjchem-75 128 33 , , PUNCT eurjchem-75 128 34     SPACE eurjchem-75 128 35 3777‐3780 3777‐3780 NUM eurjchem-75 128 36 . . PUNCT eurjchem-75 128 37     SPACE eurjchem-75 129 1 [ [ X eurjchem-75 129 2 7 7 NUM eurjchem-75 129 3 ] ] PUNCT eurjchem-75 129 4 . . PUNCT eurjchem-75 130 1 göker göker NOUN eurjchem-75 130 2 , , PUNCT eurjchem-75 130 3     SPACE eurjchem-75 130 4 h. h. PROPN eurjchem-75 130 5 ; ; PUNCT eurjchem-75 130 6     SPACE eurjchem-75 130 7 boykin boykin PROPN eurjchem-75 130 8 , , PUNCT eurjchem-75 130 9     SPACE eurjchem-75 130 10 d. d. PROPN eurjchem-75 130 11     SPACE eurjchem-75 130 12 w. w. PROPN eurjchem-75 130 13 ; ; PUNCT eurjchem-75 130 14     SPACE eurjchem-75 130 15 yıldız yıldız PROPN eurjchem-75 130 16 , , PUNCT eurjchem-75 130 17     SPACE eurjchem-75 130 18 s. s. PROPN eurjchem-75 130 19     SPACE eurjchem-75 130 20 bioorg bioorg PROPN eurjchem-75 130 21 . . PUNCT eurjchem-75 130 22     SPACE eurjchem-75 130 23 med med PROPN eurjchem-75 130 24 . . PUNCT eurjchem-75 130 25     SPACE eurjchem-75 130 26 chem chem NOUN eurjchem-75 130 27 . . PUNCT eurjchem-75 130 28     SPACE eurjchem-75 130 29 2005 2005 NUM eurjchem-75 130 30 , , PUNCT eurjchem-75 130 31     SPACE eurjchem-75 130 32 13 13 NUM eurjchem-75 130 33 , , PUNCT eurjchem-75 130 34     SPACE eurjchem-75 130 35 1707‐ 1707‐ NUM eurjchem-75 130 36 1714 1714 NUM eurjchem-75 130 37 . . PUNCT eurjchem-75 130 38     SPACE eurjchem-75 131 1 [ [ X eurjchem-75 131 2 8 8 NUM eurjchem-75 131 3 ] ] PUNCT eurjchem-75 131 4 . . PUNCT eurjchem-75 132 1 deng deng PROPN eurjchem-75 132 2 , , PUNCT eurjchem-75 132 3     SPACE eurjchem-75 132 4 y. y. PROPN eurjchem-75 132 5 ; ; PUNCT eurjchem-75 132 6     SPACE eurjchem-75 132 7 lee lee PROPN eurjchem-75 132 8 , , PUNCT eurjchem-75 132 9     SPACE eurjchem-75 132 10 j. j. PROPN eurjchem-75 132 11     SPACE eurjchem-75 132 12 p. p. PROPN eurjchem-75 132 13 ; ; PUNCT eurjchem-75 132 14     SPACE eurjchem-75 132 15 ramamonjy ramamonjy ADJ eurjchem-75 132 16 , , PUNCT eurjchem-75 132 17     SPACE eurjchem-75 132 18 m. m. NOUN eurjchem-75 132 19     SPACE eurjchem-75 132 20 t. t. PROPN eurjchem-75 132 21 ; ; PUNCT eurjchem-75 132 22     SPACE eurjchem-75 132 23 synder synder NOUN eurjchem-75 132 24 , , PUNCT eurjchem-75 132 25     SPACE eurjchem-75 132 26 j. j. PROPN eurjchem-75 132 27     SPACE eurjchem-75 132 28 k. k. PROPN eurjchem-75 132 29 ; ; PUNCT eurjchem-75 132 30     SPACE eurjchem-75 132 31 des de NOUN eurjchem-75 132 32     SPACE eurjchem-75 132 33 etages etage NOUN eurjchem-75 132 34 , , PUNCT eurjchem-75 132 35     SPACE eurjchem-75 132 36 s. s. PROPN eurjchem-75 132 37     SPACE eurjchem-75 132 38 a. a. NOUN eurjchem-75 132 39 ; ; PUNCT eurjchem-75 132 40     SPACE eurjchem-75 132 41 kanada kanada PROPN eurjchem-75 132 42 , , PUNCT eurjchem-75 132 43     SPACE eurjchem-75 132 44 d. d. PROPN eurjchem-75 132 45 ; ; PUNCT eurjchem-75 132 46     SPACE eurjchem-75 132 47 synder synder NOUN eurjchem-75 132 48 , , PUNCT eurjchem-75 132 49     SPACE eurjchem-75 132 50 m. m. NOUN eurjchem-75 132 51     SPACE eurjchem-75 132 52 p. p. PROPN eurjchem-75 132 53 ; ; PUNCT eurjchem-75 132 54     SPACE eurjchem-75 132 55 turner turner NOUN eurjchem-75 132 56 , , PUNCT eurjchem-75 132 57     SPACE eurjchem-75 132 58 c. c. PROPN eurjchem-75 132 59     SPACE eurjchem-75 132 60 j. j. PROPN eurjchem-75 132 61     SPACE eurjchem-75 132 62 j. j. PROPN eurjchem-75 132 63     SPACE eurjchem-75 132 64 nat nat PROPN eurjchem-75 132 65 . . PUNCT eurjchem-75 132 66     SPACE eurjchem-75 132 67 prod prod NOUN eurjchem-75 132 68 . . PUNCT eurjchem-75 132 69     SPACE eurjchem-75 132 70 2000 2000 NUM eurjchem-75 132 71 , , PUNCT eurjchem-75 132 72     SPACE eurjchem-75 132 73 63 63 NUM eurjchem-75 132 74 , , PUNCT eurjchem-75 132 75     SPACE eurjchem-75 132 76 1082‐ 1082‐ NUM eurjchem-75 132 77 1089 1089 NUM eurjchem-75 132 78 . . PUNCT eurjchem-75 132 79     SPACE eurjchem-75 133 1 [ [ X eurjchem-75 133 2 9 9 NUM eurjchem-75 133 3 ] ] PUNCT eurjchem-75 133 4 . . PUNCT eurjchem-75 134 1 pietta pietta NOUN eurjchem-75 134 2 , , PUNCT eurjchem-75 134 3     SPACE eurjchem-75 134 4 p. p. NOUN eurjchem-75 134 5     SPACE eurjchem-75 134 6 j. j. PROPN eurjchem-75 134 7     SPACE eurjchem-75 134 8 j. j. PROPN eurjchem-75 134 9     SPACE eurjchem-75 134 10 nat nat PROPN eurjchem-75 134 11 . . PUNCT eurjchem-75 134 12     SPACE eurjchem-75 134 13 prod prod NOUN eurjchem-75 134 14 . . PUNCT eurjchem-75 134 15     SPACE eurjchem-75 134 16 2000 2000 NUM eurjchem-75 134 17 , , PUNCT eurjchem-75 134 18     SPACE eurjchem-75 134 19 63 63 NUM eurjchem-75 134 20 , , PUNCT eurjchem-75 134 21     SPACE eurjchem-75 134 22 1035‐1042 1035‐1042 NUM eurjchem-75 134 23 . . PUNCT eurjchem-75 134 24       SPACE eurjchem-75 135 1 [ [ X eurjchem-75 135 2 10 10 NUM eurjchem-75 135 3 ] ] PUNCT eurjchem-75 135 4 . . PUNCT eurjchem-75 135 5 mazzei mazzei ADJ eurjchem-75 135 6 , , PUNCT eurjchem-75 135 7     SPACE eurjchem-75 135 8 m. m. NOUN eurjchem-75 135 9 ; ; PUNCT eurjchem-75 135 10     SPACE eurjchem-75 135 11 sottofattori sottofattori NOUN eurjchem-75 135 12 , , PUNCT eurjchem-75 135 13     SPACE eurjchem-75 135 14 e. e. PROPN eurjchem-75 135 15 ; ; PUNCT eurjchem-75 135 16     SPACE eurjchem-75 135 17 dondero dondero NOUN eurjchem-75 135 18 , , PUNCT eurjchem-75 135 19     SPACE eurjchem-75 135 20 r. r. PROPN eurjchem-75 135 21 ; ; PUNCT eurjchem-75 135 22     SPACE eurjchem-75 135 23 ibrahim ibrahim NOUN eurjchem-75 135 24 , , PUNCT eurjchem-75 135 25     SPACE eurjchem-75 135 26 m. m. NOUN eurjchem-75 135 27 ; ; PUNCT eurjchem-75 135 28     SPACE eurjchem-75 135 29 melloni melloni ADJ eurjchem-75 135 30 , , PUNCT eurjchem-75 135 31     SPACE eurjchem-75 135 32 e. e. PROPN eurjchem-75 135 33 ; ; PUNCT eurjchem-75 135 34     SPACE eurjchem-75 135 35 michetti michetti PROPN eurjchem-75 135 36 , , PUNCT eurjchem-75 135 37     SPACE eurjchem-75 135 38 m. m. NOUN eurjchem-75 135 39     SPACE eurjchem-75 135 40 farmaco farmaco PROPN eurjchem-75 135 41     SPACE eurjchem-75 135 42 1999 1999 NUM eurjchem-75 135 43 , , PUNCT eurjchem-75 135 44     SPACE eurjchem-75 135 45 53 53 NUM eurjchem-75 135 46 , , PUNCT eurjchem-75 135 47     SPACE eurjchem-75 135 48 452‐460 452‐460 NUM eurjchem-75 135 49 . . PUNCT eurjchem-75 135 50     SPACE eurjchem-75 136 1 [ [ X eurjchem-75 136 2 11 11 NUM eurjchem-75 136 3 ] ] PUNCT eurjchem-75 136 4 . . PUNCT eurjchem-75 137 1 albrecht albrecht PROPN eurjchem-75 137 2 , , PUNCT eurjchem-75 137 3     SPACE eurjchem-75 137 4 u. u. PROPN eurjchem-75 137 5 ; ; PUNCT eurjchem-75 137 6     SPACE eurjchem-75 137 7 lalk lalk VERB eurjchem-75 137 8 , , PUNCT eurjchem-75 137 9     SPACE eurjchem-75 137 10 m. m. NOUN eurjchem-75 137 11 ; ; PUNCT eurjchem-75 137 12     SPACE eurjchem-75 137 13 langer langer NOUN eurjchem-75 137 14 , , PUNCT eurjchem-75 137 15     SPACE eurjchem-75 137 16 p. p. NOUN eurjchem-75 137 17     SPACE eurjchem-75 137 18 bioorg bioorg PROPN eurjchem-75 137 19 . . PUNCT eurjchem-75 137 20     SPACE eurjchem-75 137 21 med med PROPN eurjchem-75 137 22 . . PUNCT eurjchem-75 137 23     SPACE eurjchem-75 137 24 chem chem NOUN eurjchem-75 137 25 . . PUNCT eurjchem-75 137 26     SPACE eurjchem-75 137 27 2005 2005 NUM eurjchem-75 137 28 , , PUNCT eurjchem-75 137 29     SPACE eurjchem-75 137 30 13 13 NUM eurjchem-75 137 31 , , PUNCT eurjchem-75 137 32     SPACE eurjchem-75 137 33 1531‐ 1531‐ NUM eurjchem-75 137 34 1536 1536 NUM eurjchem-75 137 35 . . PUNCT eurjchem-75 137 36     SPACE eurjchem-75 138 1 [ [ X eurjchem-75 138 2 12 12 NUM eurjchem-75 138 3 ] ] PUNCT eurjchem-75 138 4 . . PUNCT eurjchem-75 138 5 beecher beecher PROPN eurjchem-75 138 6 , , PUNCT eurjchem-75 138 7     SPACE eurjchem-75 138 8 g. g. PROPN eurjchem-75 138 9     SPACE eurjchem-75 138 10 r. r. PROPN eurjchem-75 138 11     SPACE eurjchem-75 138 12 j. j. PROPN eurjchem-75 138 13     SPACE eurjchem-75 138 14 nutr nutr PROPN eurjchem-75 138 15 . . PUNCT eurjchem-75 138 16     SPACE eurjchem-75 138 17 2003 2003 NUM eurjchem-75 138 18 , , PUNCT eurjchem-75 138 19     SPACE eurjchem-75 138 20 133 133 NUM eurjchem-75 138 21 , , PUNCT eurjchem-75 138 22     SPACE eurjchem-75 138 23 3248‐3254 3248‐3254 NUM eurjchem-75 138 24 . . PUNCT eurjchem-75 138 25     SPACE eurjchem-75 139 1 [ [ X eurjchem-75 139 2 13 13 NUM eurjchem-75 139 3 ] ] PUNCT eurjchem-75 139 4 . . PUNCT eurjchem-75 140 1 oganesyan oganesyan PROPN eurjchem-75 140 2 , , PUNCT eurjchem-75 140 3     SPACE eurjchem-75 140 4 e. e. PROPN eurjchem-75 140 5     SPACE eurjchem-75 140 6 t. t. PROPN eurjchem-75 140 7 ; ; PUNCT eurjchem-75 140 8     SPACE eurjchem-75 140 9 tuskayev tuskayev NOUN eurjchem-75 140 10 , , PUNCT eurjchem-75 140 11     SPACE eurjchem-75 140 12 v. v. ADP eurjchem-75 140 13     SPACE eurjchem-75 140 14 a. a. NOUN eurjchem-75 140 15 ; ; PUNCT eurjchem-75 140 16     SPACE eurjchem-75 140 17 sarkisov sarkisov VERB eurjchem-75 140 18 , , PUNCT eurjchem-75 140 19     SPACE eurjchem-75 140 20 l. l. PROPN eurjchem-75 140 21     SPACE eurjchem-75 140 22 s. s. PROPN eurjchem-75 140 23     SPACE eurjchem-75 140 24 khim­farm khim­farm NOUN eurjchem-75 140 25 . . PUNCT eurjchem-75 140 26     SPACE eurjchem-75 141 1 zh zh PROPN eurjchem-75 141 2 . . PUNCT eurjchem-75 141 3     SPACE eurjchem-75 141 4 1994 1994 NUM eurjchem-75 141 5 , , PUNCT eurjchem-75 141 6     SPACE eurjchem-75 141 7 28 28 NUM eurjchem-75 141 8 , , PUNCT eurjchem-75 141 9     SPACE eurjchem-75 141 10 17‐19 17‐19 NUM eurjchem-75 141 11 . . PUNCT eurjchem-75 141 12     SPACE eurjchem-75 142 1 [ [ X eurjchem-75 142 2 14 14 NUM eurjchem-75 142 3 ] ] PUNCT eurjchem-75 142 4 . . PUNCT eurjchem-75 143 1 dauzonne dauzonne PROPN eurjchem-75 143 2 , , PUNCT eurjchem-75 143 3     SPACE eurjchem-75 143 4 d. d. PROPN eurjchem-75 143 5 ; ; PUNCT eurjchem-75 143 6     SPACE eurjchem-75 143 7 folléas folléas NOUN eurjchem-75 143 8 , , PUNCT eurjchem-75 143 9     SPACE eurjchem-75 143 10 b. b. PROPN eurjchem-75 143 11 ; ; PUNCT eurjchem-75 143 12     SPACE eurjchem-75 143 13 martinez martinez PROPN eurjchem-75 143 14 , , PUNCT eurjchem-75 143 15     SPACE eurjchem-75 143 16 l. l. PROPN eurjchem-75 143 17 ; ; PUNCT eurjchem-75 143 18     SPACE eurjchem-75 143 19 chabot chabot PROPN eurjchem-75 143 20 , , PUNCT eurjchem-75 143 21     SPACE eurjchem-75 143 22 g. g. PROPN eurjchem-75 143 23     SPACE eurjchem-75 143 24 g. g. PROPN eurjchem-75 143 25     SPACE eurjchem-75 143 26 eur eur PROPN eurjchem-75 143 27 . . PUNCT eurjchem-75 143 28     SPACE eurjchem-75 143 29 j. j. PROPN eurjchem-75 143 30     SPACE eurjchem-75 143 31 med med PROPN eurjchem-75 143 32 . . PUNCT eurjchem-75 143 33     SPACE eurjchem-75 143 34 chem chem NOUN eurjchem-75 143 35 . . PUNCT eurjchem-75 143 36     SPACE eurjchem-75 143 37 1997 1997 NUM eurjchem-75 143 38 , , PUNCT eurjchem-75 143 39     SPACE eurjchem-75 143 40 32 32 NUM eurjchem-75 143 41 , , PUNCT eurjchem-75 143 42     SPACE eurjchem-75 143 43 71‐82 71‐82 NOUN eurjchem-75 143 44 . . PUNCT eurjchem-75 143 45     SPACE eurjchem-75 144 1 [ [ X eurjchem-75 144 2 15 15 NUM eurjchem-75 144 3 ] ] PUNCT eurjchem-75 144 4 . . PUNCT eurjchem-75 145 1 wernar wernar PROPN eurjchem-75 145 2 , , PUNCT eurjchem-75 145 3     SPACE eurjchem-75 145 4 l. l. PROPN eurjchem-75 145 5 ; ; PUNCT eurjchem-75 145 6     SPACE eurjchem-75 145 7 norbert norbert PROPN eurjchem-75 145 8 , , PUNCT eurjchem-75 145 9     SPACE eurjchem-75 145 10 m. m. NOUN eurjchem-75 145 11     SPACE eurjchem-75 145 12 j. j. PROPN eurjchem-75 145 13     SPACE eurjchem-75 145 14 heterocycl heterocycl PROPN eurjchem-75 145 15 . . PUNCT eurjchem-75 145 16     SPACE eurjchem-75 145 17 chem chem NOUN eurjchem-75 145 18 . . PUNCT eurjchem-75 145 19     SPACE eurjchem-75 145 20 1996 1996 NUM eurjchem-75 145 21 , , PUNCT eurjchem-75 145 22     SPACE eurjchem-75 145 23 33 33 NUM eurjchem-75 145 24 , , PUNCT eurjchem-75 145 25     SPACE eurjchem-75 145 26 943‐948 943‐948 NOUN eurjchem-75 145 27 . . PUNCT eurjchem-75 145 28     SPACE eurjchem-75 146 1 [ [ X eurjchem-75 146 2 16 16 NUM eurjchem-75 146 3 ] ] PUNCT eurjchem-75 146 4 . . PUNCT eurjchem-75 147 1 wilfried wilfrie VERB eurjchem-75 147 2 , , PUNCT eurjchem-75 147 3     SPACE eurjchem-75 147 4 de de ADJ eurjchem-75 147 5     SPACE eurjchem-75 147 6 n. n. NOUN eurjchem-75 147 7 ; ; PUNCT eurjchem-75 147 8     SPACE eurjchem-75 147 9 jeffery jeffery PROPN eurjchem-75 147 10 , , PUNCT eurjchem-75 147 11     SPACE eurjchem-75 147 12 e. e. PROPN eurjchem-75 147 13 ; ; PUNCT eurjchem-75 147 14     SPACE eurjchem-75 147 15 carleen carleen PROPN eurjchem-75 147 16 , , PUNCT eurjchem-75 147 17     SPACE eurjchem-75 147 18 e. e. PROPN eurjchem-75 147 19 ; ; PUNCT eurjchem-75 147 20     SPACE eurjchem-75 147 21 nick nick PROPN eurjchem-75 147 22 , , PUNCT eurjchem-75 147 23     SPACE eurjchem-75 147 24 s. s. PROPN eurjchem-75 147 25 ; ; PUNCT eurjchem-75 147 26     SPACE eurjchem-75 147 27 christine christine PROPN eurjchem-75 147 28 , , PUNCT eurjchem-75 147 29     SPACE eurjchem-75 147 30 b. b. PROPN eurjchem-75 147 31     SPACE eurjchem-75 147 32 n. n. PROPN eurjchem-75 147 33 ; ; PUNCT eurjchem-75 147 34     SPACE eurjchem-75 147 35 thomas thomas PROPN eurjchem-75 147 36 , , PUNCT eurjchem-75 147 37     SPACE eurjchem-75 147 38 c. c. PROPN eurjchem-75 147 39     SPACE eurjchem-75 147 40 int int NOUN eurjchem-75 147 41 . . PUNCT eurjchem-75 147 42     SPACE eurjchem-75 148 1 j. j. PROPN eurjchem-75 148 2     SPACE eurjchem-75 148 3 radiat radiat PROPN eurjchem-75 148 4 . . PUNCT eurjchem-75 148 5     SPACE eurjchem-75 149 1 oncol oncol ADJ eurjchem-75 149 2 . . PUNCT eurjchem-75 149 3     SPACE eurjchem-75 150 1 biol biol PROPN eurjchem-75 150 2 . . PUNCT eurjchem-75 150 3     SPACE eurjchem-75 151 1 phys phy NOUN eurjchem-75 151 2 . . PUNCT eurjchem-75 151 3     SPACE eurjchem-75 151 4 1990 1990 NUM eurjchem-75 151 5 , , PUNCT eurjchem-75 151 6     SPACE eurjchem-75 151 7 18 18 NUM eurjchem-75 151 8 , , PUNCT eurjchem-75 151 9     SPACE eurjchem-75 151 10 1359‐1365 1359‐1365 NUM eurjchem-75 151 11 , , PUNCT eurjchem-75 151 12     SPACE eurjchem-75 151 13 chem chem NOUN eurjchem-75 151 14 . . PUNCT eurjchem-75 151 15     SPACE eurjchem-75 152 1 abst abst PROPN eurjchem-75 152 2 . . PUNCT eurjchem-75 152 3     SPACE eurjchem-75 152 4 1991 1991 NUM eurjchem-75 152 5 , , PUNCT eurjchem-75 152 6     SPACE eurjchem-75 152 7 114 114 NUM eurjchem-75 152 8 , , PUNCT eurjchem-75 152 9     SPACE eurjchem-75 152 10 20251 20251 NUM eurjchem-75 152 11 . . PUNCT eurjchem-75 152 12     SPACE eurjchem-75 153 1 [ [ X eurjchem-75 153 2 17 17 NUM eurjchem-75 153 3 ] ] PUNCT eurjchem-75 153 4 . . PUNCT eurjchem-75 154 1 singh singh PROPN eurjchem-75 154 2 , , PUNCT eurjchem-75 154 3     SPACE eurjchem-75 154 4 g. g. PROPN eurjchem-75 154 5 ; ; PUNCT eurjchem-75 154 6     SPACE eurjchem-75 154 7 singh singh NOUN eurjchem-75 154 8 , , PUNCT eurjchem-75 154 9     SPACE eurjchem-75 154 10 r. r. PROPN eurjchem-75 154 11 ; ; PUNCT eurjchem-75 154 12     SPACE eurjchem-75 154 13 girdhar girdhar NOUN eurjchem-75 154 14 , , PUNCT eurjchem-75 154 15     SPACE eurjchem-75 154 16 n. n. PROPN eurjchem-75 154 17     SPACE eurjchem-75 154 18 k. k. PROPN eurjchem-75 154 19 ; ; PUNCT eurjchem-75 154 20     SPACE eurjchem-75 154 21 ishar ishar NOUN eurjchem-75 154 22 , , PUNCT eurjchem-75 154 23     SPACE eurjchem-75 154 24 m. m. NOUN eurjchem-75 154 25     SPACE eurjchem-75 154 26 p. p. PROPN eurjchem-75 154 27     SPACE eurjchem-75 154 28 s. s. PROPN eurjchem-75 154 29     SPACE eurjchem-75 154 30 tetrahedron tetrahedron NOUN eurjchem-75 154 31     SPACE eurjchem-75 154 32 2002 2002 NUM eurjchem-75 154 33 , , PUNCT eurjchem-75 154 34     SPACE eurjchem-75 154 35 58 58 NUM eurjchem-75 154 36 , , PUNCT eurjchem-75 154 37     SPACE eurjchem-75 154 38 2471‐2480 2471‐2480 NUM eurjchem-75 154 39 . . PUNCT eurjchem-75 154 40     SPACE eurjchem-75 155 1 [ [ X eurjchem-75 155 2 18 18 NUM eurjchem-75 155 3 ] ] PUNCT eurjchem-75 155 4 . . PUNCT eurjchem-75 156 1 chang chang PROPN eurjchem-75 156 2 , , PUNCT eurjchem-75 156 3     SPACE eurjchem-75 156 4 c. c. PROPN eurjchem-75 156 5 ; ; PUNCT eurjchem-75 156 6     SPACE eurjchem-75 156 7 wu wu PROPN eurjchem-75 156 8 , , PUNCT eurjchem-75 156 9     SPACE eurjchem-75 156 10 c. c. NOUN eurjchem-75 156 11 ; ; PUNCT eurjchem-75 156 12     SPACE eurjchem-75 156 13 kuo kuo PROPN eurjchem-75 156 14 , , PUNCT eurjchem-75 156 15     SPACE eurjchem-75 156 16 s. s. PROPN eurjchem-75 156 17 ; ; PUNCT eurjchem-75 156 18     SPACE eurjchem-75 156 19 wang wang PROPN eurjchem-75 156 20 , , PUNCT eurjchem-75 156 21     SPACE eurjchem-75 156 22 j. j. PROPN eurjchem-75 156 23 ; ; PUNCT eurjchem-75 156 24     SPACE eurjchem-75 156 25 teng teng PROPN eurjchem-75 156 26 , , PUNCT eurjchem-75 156 27     SPACE eurjchem-75 156 28 c. c. PROPN eurjchem-75 156 29     SPACE eurjchem-75 156 30 chin chin PROPN eurjchem-75 156 31 . . PUNCT eurjchem-75 156 32     SPACE eurjchem-75 156 33 pharm pharm PROPN eurjchem-75 156 34 . . PUNCT eurjchem-75 156 35     SPACE eurjchem-75 157 1 j. j. PROPN eurjchem-75 157 2     SPACE eurjchem-75 157 3 2002 2002 NUM eurjchem-75 157 4 , , PUNCT eurjchem-75 157 5     SPACE eurjchem-75 157 6 54 54 NUM eurjchem-75 157 7 , , PUNCT eurjchem-75 157 8     SPACE eurjchem-75 157 9 127‐130 127‐130 NUM eurjchem-75 157 10 . . PUNCT eurjchem-75 157 11     SPACE eurjchem-75 158 1 [ [ X eurjchem-75 158 2 19 19 NUM eurjchem-75 158 3 ] ] PUNCT eurjchem-75 158 4 . . PUNCT eurjchem-75 159 1 ibrahim ibrahim PROPN eurjchem-75 159 2 , , PUNCT eurjchem-75 159 3     SPACE eurjchem-75 159 4 s.s s.s PROPN eurjchem-75 159 5 . . PROPN eurjchem-75 159 6 ; ; PUNCT eurjchem-75 159 7     SPACE eurjchem-75 159 8 allimony allimony ADJ eurjchem-75 159 9 , , PUNCT eurjchem-75 159 10     SPACE eurjchem-75 159 11 h.a h.a PROPN eurjchem-75 159 12 . . PROPN eurjchem-75 159 13 ; ; PUNCT eurjchem-75 159 14     SPACE eurjchem-75 159 15 abdel‐halim abdel‐halim PROPN eurjchem-75 159 16 , , PUNCT eurjchem-75 159 17     SPACE eurjchem-75 159 18 a. a. NOUN eurjchem-75 159 19     SPACE eurjchem-75 159 20 m. m. NOUN eurjchem-75 159 21 ; ; PUNCT eurjchem-75 159 22     SPACE eurjchem-75 159 23 ibrahim ibrahim NOUN eurjchem-75 159 24 , , PUNCT eurjchem-75 159 25     SPACE eurjchem-75 159 26 m. m. NOUN eurjchem-75 159 27     SPACE eurjchem-75 159 28 a. a. NOUN eurjchem-75 159 29     SPACE eurjchem-75 159 30 arkivoc arkivoc NOUN eurjchem-75 159 31     SPACE eurjchem-75 159 32 2009 2009 NUM eurjchem-75 159 33 , , PUNCT eurjchem-75 159 34     SPACE eurjchem-75 159 35 14 14 NUM eurjchem-75 159 36 , , PUNCT eurjchem-75 159 37     SPACE eurjchem-75 159 38 28‐38 28‐38 NOUN eurjchem-75 159 39 . . PUNCT eurjchem-75 159 40         SPACE eurjchem-75 160 1 [ [ X eurjchem-75 160 2 20 20 NUM eurjchem-75 160 3 ] ] PUNCT eurjchem-75 160 4 . . PUNCT eurjchem-75 161 1 ibrahim ibrahim PROPN eurjchem-75 161 2 , , PUNCT eurjchem-75 161 3     SPACE eurjchem-75 161 4 m. m. NOUN eurjchem-75 161 5     SPACE eurjchem-75 161 6 a. a. NOUN eurjchem-75 161 7     SPACE eurjchem-75 161 8 tetrahedron tetrahedron NOUN eurjchem-75 161 9     SPACE eurjchem-75 161 10 2009 2009 NUM eurjchem-75 161 11 , , PUNCT eurjchem-75 161 12     SPACE eurjchem-75 161 13 65 65 NUM eurjchem-75 161 14 , , PUNCT eurjchem-75 161 15     SPACE eurjchem-75 161 16 7687‐7690 7687‐7690 NUM eurjchem-75 161 17 . . PUNCT eurjchem-75 161 18     SPACE eurjchem-75 162 1 [ [ X eurjchem-75 162 2 21 21 NUM eurjchem-75 162 3 ] ] PUNCT eurjchem-75 162 4 . . PUNCT eurjchem-75 162 5 marco‐contelles marco‐contelle NOUN eurjchem-75 162 6 , , PUNCT eurjchem-75 162 7     SPACE eurjchem-75 162 8 j. j. PROPN eurjchem-75 162 9 ; ; PUNCT eurjchem-75 162 10     SPACE eurjchem-75 162 11 pérez‐mayoral pérez‐mayoral ADJ eurjchem-75 162 12 , , PUNCT eurjchem-75 162 13     SPACE eurjchem-75 162 14 e. e. PROPN eurjchem-75 162 15 ; ; PUNCT eurjchem-75 162 16     SPACE eurjchem-75 162 17 samadi samadi NOUN eurjchem-75 162 18 , , PUNCT eurjchem-75 162 19     SPACE eurjchem-75 162 20 a. a. NOUN eurjchem-75 162 21 ; ; PUNCT eurjchem-75 162 22     SPACE eurjchem-75 162 23 carreiras carreira NOUN eurjchem-75 162 24 , , PUNCT eurjchem-75 162 25     SPACE eurjchem-75 162 26 m. m. NOUN eurjchem-75 162 27     SPACE eurjchem-75 162 28 d. d. PROPN eurjchem-75 162 29 ; ; PUNCT eurjchem-75 162 30     SPACE eurjchem-75 162 31 soriano soriano NOUN eurjchem-75 162 32 , , PUNCT eurjchem-75 162 33     SPACE eurjchem-75 162 34 e. e. PROPN eurjchem-75 162 35     SPACE eurjchem-75 162 36 chem chem PROPN eurjchem-75 162 37 . . PUNCT eurjchem-75 162 38     SPACE eurjchem-75 162 39 rev rev VERB eurjchem-75 162 40 . . PUNCT eurjchem-75 162 41     SPACE eurjchem-75 162 42 2009 2009 NUM eurjchem-75 162 43 , , PUNCT eurjchem-75 162 44     SPACE eurjchem-75 162 45 109 109 NUM eurjchem-75 162 46 , , PUNCT eurjchem-75 162 47     SPACE eurjchem-75 162 48 2652‐2671 2652‐2671 NUM eurjchem-75 162 49 . . PUNCT eurjchem-75 162 50       SPACE eurjchem-75 163 1 [ [ X eurjchem-75 163 2 22 22 NUM eurjchem-75 163 3 ] ] PUNCT eurjchem-75 163 4 . . PUNCT eurjchem-75 164 1 yang yang PROPN eurjchem-75 164 2 , , PUNCT eurjchem-75 164 3     SPACE eurjchem-75 164 4 d. d. PROPN eurjchem-75 164 5 ; ; PUNCT eurjchem-75 164 6     SPACE eurjchem-75 164 7 jiang jiang PROPN eurjchem-75 164 8 , , PUNCT eurjchem-75 164 9     SPACE eurjchem-75 164 10 k. k. PROPN eurjchem-75 164 11 ; ; PUNCT eurjchem-75 164 12     SPACE eurjchem-75 164 13 li li PROPN eurjchem-75 164 14 , , PUNCT eurjchem-75 164 15     SPACE eurjchem-75 164 16 j. j. PROPN eurjchem-75 164 17 ; ; PUNCT eurjchem-75 164 18     SPACE eurjchem-75 164 19 xu xu PROPN eurjchem-75 164 20 , , PUNCT eurjchem-75 164 21     SPACE eurjchem-75 164 22 f. f. PROPN eurjchem-75 164 23     SPACE eurjchem-75 164 24 tetrahedron tetrahedron NOUN eurjchem-75 164 25     SPACE eurjchem-75 164 26 2007 2007 NUM eurjchem-75 164 27 , , PUNCT eurjchem-75 164 28     SPACE eurjchem-75 164 29 63 63 NUM eurjchem-75 164 30 , , PUNCT eurjchem-75 164 31     SPACE eurjchem-75 164 32 7654‐7658 7654‐7658 NUM eurjchem-75 164 33 . . PUNCT eurjchem-75 164 34     SPACE eurjchem-75 165 1 [ [ X eurjchem-75 165 2 23 23 NUM eurjchem-75 165 3 ] ] PUNCT eurjchem-75 165 4 . . PUNCT eurjchem-75 166 1 zong zong PROPN eurjchem-75 166 2 , , PUNCT eurjchem-75 166 3     SPACE eurjchem-75 166 4 r.;wang r.;wang NOUN eurjchem-75 166 5 , , PUNCT eurjchem-75 166 6     SPACE eurjchem-75 166 7 d. d. PROPN eurjchem-75 166 8 ; ; PUNCT eurjchem-75 166 9     SPACE eurjchem-75 166 10 hammitt hammitt PROPN eurjchem-75 166 11 , , PUNCT eurjchem-75 166 12     SPACE eurjchem-75 166 13 r. r. PROPN eurjchem-75 166 14 ; ; PUNCT eurjchem-75 166 15     SPACE eurjchem-75 166 16 thummel thummel PROPN eurjchem-75 166 17 , , PUNCT eurjchem-75 166 18     SPACE eurjchem-75 166 19 r. r. PROPN eurjchem-75 166 20     SPACE eurjchem-75 166 21 p. p. PROPN eurjchem-75 166 22     SPACE eurjchem-75 166 23 j. j. PROPN eurjchem-75 166 24     SPACE eurjchem-75 166 25 org org PROPN eurjchem-75 166 26 . . PUNCT eurjchem-75 166 27     SPACE eurjchem-75 166 28 chem chem NOUN eurjchem-75 166 29 . . PUNCT eurjchem-75 166 30     SPACE eurjchem-75 166 31 2006 2006 NUM eurjchem-75 166 32 , , PUNCT eurjchem-75 166 33     SPACE eurjchem-75 166 34 71 71 NUM eurjchem-75 166 35 , , PUNCT eurjchem-75 166 36     SPACE eurjchem-75 166 37 167‐175 167‐175 NUM eurjchem-75 166 38 . . PUNCT eurjchem-75 166 39       SPACE eurjchem-75 167 1 [ [ X eurjchem-75 167 2 24 24 NUM eurjchem-75 167 3 ] ] PUNCT eurjchem-75 167 4 . . PUNCT eurjchem-75 168 1 emara emara ADJ eurjchem-75 168 2 , , PUNCT eurjchem-75 168 3     SPACE eurjchem-75 168 4 a. a. NOUN eurjchem-75 168 5     SPACE eurjchem-75 168 6 a. a. NOUN eurjchem-75 168 7     SPACE eurjchem-75 168 8 a. a. NOUN eurjchem-75 168 9 ; ; PUNCT eurjchem-75 168 10     SPACE eurjchem-75 168 11 abou‐hussen abou‐hussen PROPN eurjchem-75 168 12 , , PUNCT eurjchem-75 168 13     SPACE eurjchem-75 168 14 a. a. NOUN eurjchem-75 168 15     SPACE eurjchem-75 168 16 a. a. NOUN eurjchem-75 168 17     SPACE eurjchem-75 168 18 a. a. PROPN eurjchem-75 168 19     SPACE eurjchem-75 168 20 spectrochim spectrochim PROPN eurjchem-75 168 21 . . PUNCT eurjchem-75 168 22     SPACE eurjchem-75 169 1 acta acta PROPN eurjchem-75 169 2     SPACE eurjchem-75 169 3 a a DET eurjchem-75 169 4     SPACE eurjchem-75 169 5 2006 2006 NUM eurjchem-75 169 6 , , PUNCT eurjchem-75 169 7     SPACE eurjchem-75 169 8 64 64 NUM eurjchem-75 169 9 , , PUNCT eurjchem-75 169 10     SPACE eurjchem-75 169 11 1010‐1024 1010‐1024 NUM eurjchem-75 169 12 . . PUNCT eurjchem-75 169 13     SPACE eurjchem-75 170 1 [ [ X eurjchem-75 170 2 25 25 NUM eurjchem-75 170 3 ] ] PUNCT eurjchem-75 170 4 . . PUNCT eurjchem-75 171 1 muscia muscia PROPN eurjchem-75 171 2 , , PUNCT eurjchem-75 171 3     SPACE eurjchem-75 171 4 g. g. PROPN eurjchem-75 171 5     SPACE eurjchem-75 171 6 c. c. PROPN eurjchem-75 171 7 ; ; PUNCT eurjchem-75 171 8     SPACE eurjchem-75 171 9 bollini bollini NOUN eurjchem-75 171 10 , , PUNCT eurjchem-75 171 11     SPACE eurjchem-75 171 12 m. m. NOUN eurjchem-75 171 13 ; ; PUNCT eurjchem-75 171 14     SPACE eurjchem-75 171 15 carnevale carnevale NOUN eurjchem-75 171 16 , , PUNCT eurjchem-75 171 17     SPACE eurjchem-75 171 18 j. j. PROPN eurjchem-75 171 19     SPACE eurjchem-75 171 20 p. p. PROPN eurjchem-75 171 21 ; ; PUNCT eurjchem-75 171 22     SPACE eurjchem-75 171 23 bruno bruno PROPN eurjchem-75 171 24 , , PUNCT eurjchem-75 171 25     SPACE eurjchem-75 171 26 a. a. NOUN eurjchem-75 171 27     SPACE eurjchem-75 171 28 m. m. NOUN eurjchem-75 171 29 ; ; PUNCT eurjchem-75 171 30     SPACE eurjchem-75 171 31 asis asis NOUN eurjchem-75 171 32 , , PUNCT eurjchem-75 171 33     SPACE eurjchem-75 171 34 s. s. PROPN eurjchem-75 171 35     SPACE eurjchem-75 171 36 e. e. PROPN eurjchem-75 171 37         SPACE eurjchem-75 171 38 tetrahedron tetrahedron PROPN eurjchem-75 171 39     SPACE eurjchem-75 171 40 lett lett PROPN eurjchem-75 171 41 . . PUNCT eurjchem-75 171 42     SPACE eurjchem-75 171 43 2006 2006 NUM eurjchem-75 171 44 , , PUNCT eurjchem-75 171 45     SPACE eurjchem-75 171 46 47 47 NUM eurjchem-75 171 47 , , PUNCT eurjchem-75 171 48     SPACE eurjchem-75 171 49 8811‐8815 8811‐8815 NOUN eurjchem-75 171 50 . . PUNCT eurjchem-75 171 51       SPACE