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American Journal of  
Chemistry and Pharmacy (AJCP)

Potent Antioxidant Agents: Dithiocarbamates of  Ω-Substituted (2-Naphthyloxy) Alkanes
Sadaf  Zaidi1*, Devdutt Chaturvedi2, Nitin Srivastava1, Manisha Shukla3  

Volume 2 Issue 2, Year 2023
ISSN: 2834-0116 (Online)

DOI: https://doi.org/10.54536/ajcp.v2i2.1686
https://journals.e-palli.com/home/index.php/ajcp

Article Information ABSTRACT

Received: May 25, 2023
Accepted: June 10, 2023
Published: July 13, 2023

A series of  dithiocarbamates of  ω-substituted (2-naphthyloxy) alkanes (4-48) was tested for 
antioxidant activity by radicals 2,2-azino-bis (3-ethylbenzthiazoline-6-sulfonic acid) (ABTS) 
assay, DPPH assay (1,1-diphenyl-2-picryl-hydrazyl), O2

. (NET) assay and ROO. (TRAP) 
assay against curcumin and vitamin C as standard drugs. Most of  these compounds have 
shown promising activities, such compounds are 11, 12, 13, 25, 26, 27, 28, 41, 42, and 43. 
The series was synthesized by the condensation reaction of  2-(2-chloro-alkoxy)-naphthalene 
with different types of  aliphatic, alicyclic, aromatic, heterocyclic primary, as well as secondary 
amines to develop dithiocarbamates of  ω-substituted (2-naphthyloxy) alkanes. 

Keywords
Amines, Antioxidant, 
Dithiocarbamates, 
Condensation, Catalyst

1 Department of  Applied Chemistry, Amity School of  Applied Sciences, Amity University Uttar Pradesh (AUUP), Lucknow Campus, 
  Lucknow-226028, U. P. India
2 Department of  Chemistry, School of  Physical & Material Sciences, Mahatma Gandhi Central University (MGCU), Motihari, Bihar, India
3 Department of  Chemistry, Babu Banarasi Das National Technology & Management, Lucknow-227105, U. P. India
* Corresponding author’s e-mail: sadaf.zaidi00@gmail.com

INTRODUCTION
Dithiocarbamates have procured a very special position in 
various areas of  organic chemistry such as pharmaceuticals 
(Shaw, 2008) intermediates in organic synthesis (Halls, 
1969) peptide chemistry (Greene & Wurtz, 2007) and 
combinatorial chemistry linkage (Mayer et al, 1997)
Organic dithiocarbamates are also used to synthesize 
structurally varied biologically potent molecules such 
as antimalarial(Yang Liu Y et al , 2011) anticholinergics, 
(Ozkanli F et al 2010) antimicrobial (Ozkanli F et al 2010) 

antimitotic (Bacharaju K et al 2012) antitubercular (Horita 
Y  et al 2011) antifungal (Zou Y et al 2014) , anticancer 
(Cao SL  et al 2010) antioxidant (Zahram M A H et al 
2008) , antiprotozoal (Coro J et al 2006), antileprosy 
(Marakov V et al 2006)  antifolates (Cao SL et al 2006) 
antitubulin(Hou X et al 2011), antialzheimer (Mohsin UA 
anti-HIV  (He XY et al 2013) antipoliferative (Cao SL et 
al 2013), and anticontraceptives (Jangir S et al 2014) active 
agents (Figure 1). A wide range of  dithiocarbamates 
has been found to act as starting material to synthesize 

Figure 1: Structurally diverse biologically potent dithiocarbamates



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Am. J. Chem. Pharm. 2(2) 86-98, 2023

structurally diverse biological strong synthetic molecules 
or intermediates such as isothiocyanates (Liu P et al 2013), 
thiourea (Halimjani AZ et al 2009) cynamide (Jamir J et al 
2012), dithiobenzophene (Kienle M et al 2010), glycosides 
(Aucagne V et al 2005) amide (Kumar NK et al 2010) 
dicarboxylates (Khalizadeh MA et al 2010) benzimidazole 
(Das P et al 2008), carbamate (Tandel SK et al 1993) pyran 
( Charati FR et al 2012) flavonoids (Bahrin LJ et al 2012), 
etc. In recent years, much focus has been made upon the 
antioxidant activity of  dithiocarbamates, keeping in view 

the high utility of  pyrrolidine dithiocarbamate (PTDC) 
2 as an inhibitor of  nuclear factor-kappa B (Moellering 
D et al 1999) and diethyl dithiocarbamate (DTDC) 3 
is widely used both in basic and clinical research (Zhu 
BZ et al 2002). Other dithiocarbamate compounds like 
thalidomide sulphur analog 1 (Zahran MAH et al 2008) 
and aliphatic amines 4 (Orlinski MM et al 1998) were also 
found to exhibit pronounced antioxidant activity (Figure 
1&2).
Based upon our on-going research work of  drug designing 

Figure 2: Structurally diverse antioxidant dithiocarbamates

Figure 3: Prototype I (Comp. no. 4-48)

Scheme 1: Reaction procedure for the synthesis of  Prototype I: a Anhyd. K2CO3, dry acetone, reflux, 12-15 h, 98%; 
b Triton B, CS2, Dry DMSO, Amine, 20-30 min.

and synthesizing of  semisynthetic/natural/synthetic 
molecules (Zaidi S et al 2019), we became inquisitive to 
explore the “antioxidant activity of  dithiocarbamates of  
ω-substituted (2-naphthyloxy) alkanes (Prototype I)”.

RESULT AND DISCUSSION
Chemistry
As already reported, a series of  of  dithiocarbamates of  
ω-substituted (2-naphthyloxy) alkanes (4–48) Scheme 1 is 
produced by using different types of  alicyclic, aromatic, 
aliphatic, heterocyclic primary as well as secondary amines. 
It was noticed that the final production of  Prototype I 
(4-48) dithiocarbamates depends on electron releasing 
impact of  the amines such as phenyl ethyl, cyclohexane, 
N-methyl piperazine, piperidine, and pyrrolidine amine 

and Table 1 illustrates that phenyl propyl amine has a highest yield than primary amines.



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Am. J. Chem. Pharm. 2(2) 86-98, 2023

Table 1: Synthesis designed dithiocarbamates of  Prototype I (Comp. No. 4-48)
Comp. No. n R1 R2 Time (min.) Yield (%)
4 1 C4H9 H 35 93
5 1 C6H11 H 30 94
6 1 C8H15 H 40 90
7 1 C10H19 H 40 93
8 1 R1=R2= Pyrrolidine     25 96
9 1 R1=R2=  Piperidine     30 98
10 1 R1=R2= N methyl piperazine 20 98
11 1 R1=R2=  Morpholine 25 90
12 1 R1=R2=  Toluidine 25 92
13 1 R1=R2=  Anisidine 30 92
14 1 R1=R2=  Cyclohexane 25 95
15 1 Ph(CH2) H 30 82
16 1 Ph(CH2CH2) H 30 97
17 1 Ph(CH2CH2CH2) H 25 95
18 1 R¬1=R2= Dibutyl 35 80
19 2 C4H9                                                H 35 93
20 2 C6H11                               H 30 94
21 2 C8H15                          H 40 90
22 2 C10H19                    H 40 93
23 2 R1=R2= Pyrrolidine     25 96
24 2 R1=R2= Piperidine                   30 98
25 2 R1=R2= N methyl piperazine     20 98
26 2 R1=R2= Morpholine 25 90
27 2 R1=R2= Toludine 25 92
28 2 R1=R2= Anisidine 30 92
29 2 R1=R2= Cyclohexane 25 95
30 2 Ph(CH2)                H 30 82
31 2 Ph(CH2CH2)           H 30 97
32 2 Ph(CH2CH2CH2) H 25 95
33 2 R1=R2= Dibutyl 35 80
34 3 C4H9                                                H 35 93
35 3 C6H11                               H 30              94
36 3 C8H15                          H 40    90
37 3 C10H19                    H 40 93
38 3 R1=R2= Pyrrolidine    25 96
39 3 R1=R2= Piperidine     30 98
40 3 R1=R2= N methyl piperazine 20 98
41 3 R1=R2= Morpholine 20 98
42 3 R1=R2= Toludine 25 90
43 3 R1=R2= Anisidine 25 92
44 3 R1=R2= Cyclohexane 30 92
45 3 Ph(CH2)                    H 25 95
46 3 Ph(CH2CH2)            H 30 97
47 3 Ph(CH2CH2CH2)               H 25 95
48 3 R1=R2= Dibutyl 35 80



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Am. J. Chem. Pharm. 2(2) 86-98, 2023

Biological Evaluation
TRAP and NET radical scavenging (Kienle M et al 
2010), DPPH (Aucagne V et al 2005), and ABTS assays 
(Kumar NK et al 2010) in vitro were done to examine 
the series of  compounds for antioxidant activities. Table 
2 illustrates that the results have been normalized using 
IC50. By varying the alkyl chain and its connected amines, 
wide range of  compounds are produced, the SAR of  
these compounds may be determined. It has been shown 
that compounds with the three-carbon chain are more 
potent than those with the two-carbon or four-carbon 
chain. The 25, 26, 27 and 28 compounds have a greater 
potency than other compounds due to the three-carbon 

chain bound to them. The hydrophilicity is responsible 
for the increased potency of  the three-carbon chain. 
When analysing the effects of  different amines groups, 
we observed that compounds as 12, 13, 26, 27, 28, 41, 42 
and 43 having aromatic amines like anisidine and toludine 
show comparable value to control drugs curcumin and 
Vc.
Compounds having substituted heterocyclic amines (10, 
11, 25, 26, 40 and 41), generated promising results. Better 
results were obtained by substitution of  aromatic amines 
like benzyl amine (15, 30 & 45) when compared with 
phenyl propyl amine (17, 32 and 47) and phenyl ethyl (16, 
31 and 46). 

Table 2: Antioxidant activities of  Prototype I (Comp. 4-48)
Compound DPPH IC50 (µM) ABTS IC50 (µM) TRAP IC50 (µM) NET IC50 (µM)
4 42.78±0.65 88.45±0.67 95.35±0.34 156.76±1.12
5 50.12±0.45 90.54±1.15 98.12±1.12 175.54±0.67
6 30.21±0.65 68.15±0.25 78.67±1.12 126.65±0.67
7 >4820 >4820 >4820 >4820
8 29.21±0.65 62.15±0.25 72.67±1.12 125.65±0.67
9 31.89±0.90 64.45±0.55 74.35±0.85 122.56±0.89
10 28.09±0.48 60.65±0.55 76.54±0.98 120.54±0.45
11 25.45±0.98 85.89±0.78 74.67±0.85 112.45±0.58
12 24.78±0.25 58.34±0.45 74.32±0.98 110.25±0.65
13 22.89±1.05 55.98±1.76 70.56±0.78 105.32±0.89
14 >4820 >4820 >4820 >4820
15 33.35±1.43 66.56±0.43 86.45±0.67 130.24±0.65
16 35.68±0.47 68.24±0.56 88.25±0.65 138.75±0.34
17 38.65±0.90 70.89±0.35 102.34±0.54 142.89±0.67
18 >4820 >4820 >4820 >4820
19 25.45±0.83 82.32±0.78 85.15±0.65 142.32±0.56
20 28.09±0.98 88.09±0.45 88.45±1.35 155.24±0.45
21 25.24±0.90 66.01±0.34 82.45±1.21 120.22±1.34
22 61.25±1.21 175.45±0.65 178.32±0.48 204.32±0.45
23 24.24±0.90 61.01±0.34 80.45±1.21 110.22±1.34
24 26.89±1.05 62.56±1.02 83.62±1.43 118.56±1.25
25 22.65±0.47 57.56±2.01 68.45±0.98 105.24±1.24
26 30.56±2.01 76.98±1.35 85.65±1.28 133.22±1.21
27 15.24±1.85 54.34±0.35 60.65±1.05 92.45±1.89
28 18.56±2.01 54.15±1.47 61.12±1.85 96.78±1.85
29 >4820 >4820 >4820 >4820
30 28.89±0.45 68.98±1.76 76.01±0.78 120.25±1.76
31 32.28±2.06 72.45±2.16 85.65±1.21 125.89±1.32
32 34.45±0.56 88.34±0.18 98.32±1.35 134.24±1.25
33 >4820 >4820 >4820 >4820
34 40.22±0.34 78.58±0.25 86.45±0.56 135.75±0.56
35 45.67±0.52 84.45±0.65 90.12±0.45 140.45±0.65
36 26.14±0.34 62.65±1.12 75.34±0.65 118.34±0.45
37 >4820 >4820 >4820 >4820
38 28.14±0.34 61.65±1.12 76.34±0.65 115.34±0.45



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39 30.56±0.87 63.25±0.54 78.45±1.12 120.45±0.56
40 25.94±0.65 60.15±0.55 74.34±0.56 110.45±0.46
41 35.18±1.21 68.32±0.85 81.24±0.85 126.54±0.65
42 24.45±0.89 58.34±0.54 70.34±0.98 105.65±0.56
43 21.89±0.75 56.45±0.75 68.54±0.65 102.34±0.45
44 >4820 >4820 >4820 128.89±0.45
45 32.34±0.45 65.32±0.85 80.32±0.65 132.45±0.98
46 34.67±1.12 66.35±0.55 88.45±0.24 145.67±0.56
47 38.55±0.35 68.34±0.54 110.56±0.85 >4820
48 >4820 >4820 >4820 >4820
Vc 43.41±1.80 104.47±3.10 103.22±2.22 165.±1.45
Curcumin 12.63±0.50 49.55±2.15 55.22±2.10 88.91±1.25

Experimental
All of  the synthesized compounds were detected 
by melting point, 1H NMR, 13C NMR, and HRMS. 
Chemicals have been acquired from Fluka, Aldrich, 
and Merck chemical firms. Bomem MB-104–FTIR 
spectrophotometer has recorded the IR spectra of  4000-
200 cm-1 range, while AC-300F was used to scan NMRs, 
NMR (300MHz) is carried out with CDCl3 and TMS 
and other deuterated solvents as an internal standard. 
“Carlo-Erba EA 1110-CNNO-S” analyser performed the 
elemental analysis and accepted favourably the measured 
values.

Synthetic Process                       
For ω-substituted 2-napthyloxy haloalkanes Typical 
Procedure
Measured amount of  β-naphthol 1 was poured in dry 
acetone and later anhydrous K2CO3 (10 eqv.) was added 
into it. For alkylation, 1-bromo-3-chloro propane 2 (2.5 
eqv.) was also included and the reaction mixture was 
allowed to reflux for 12-15h. The progress of  reaction 
has been recorded by TLC and a new less polar spot 
appeared on the TLC which indicated the formation of  a 
product. The filtrate of  the reaction was extracted thrice 
with ethyl acetate. The organic layer which afforded 
the required compound 3 was separated, dried over 
anhydrous Na2SO4. Different spectroscopic, as well as 
analytical methods, have verified compound 3. 

General Procedure for dithiocarbamates of  Prototype 
I (4-48) Synthesis
Measured amount of  required amine was dissolved in 
dry DMSO. To this Triton-B, as well as CS2, were also 
introduced in the reaction mixture drop by drop along 
with constant stirring for around 15 min. The reaction 
mixture was later mixed with compound 3, which was 
stirred for around 20-40 minutes. The formation of  
desired product was monitored by TLC. At the completion 
of  the reaction, the resultant mixture was extracted thrice 
by using ethyl acetate. The organic layer has been isolated 
as well as dried over anhydrous Na2SO4 which gave the 
product, i.e., the prototype I (compound no. 4-48).

Experimental Methods
Synthesis
A general method to prepare Ω naphthyloxy halo 
alkanes (3a–c)
In dry acetone (200 mL), the mixture was refluxed for 
around 12–15 hours comprising of  β-naphthol 1 (20 
grams, 0.14 mol), anhydrous K2CO3 (in excess amount of  
100 g) and bromochloroalkane 2 (0.14 mol). The reaction 
mixture was purified, and the filtrate was condensed to 
obtain the oily compound crystallized by using benzene-
hexane, giving the pure desired compound which is 
colourless crystals.

2-(2-Naphthyloxy)-1-chloroethane (3a)
Yield: 27.5 g (96%); mp: 94 0C; IR (KBr, cm-1): ν = 1455 
(Ar), 1508 (Ar), 1585 (Ar), 2878 (CH), 2927 (CH); 1H 
NMR (400 MHz, CDCl3): δ = 3.81 (t, 2H, CH2Cl), 4.26 
(t, 2H, OCH2), 6.97–7.64 (m, 7H, Ar–H); 13C NMR 
(100 MHz, CDCl3): δ = 45.3, 75.1, 105.8, 118.6, 123.6, 
126.4, 129.5, 134.5, 157.7 ppm; Mass (EIMS): m/z = 206; 
Analysis: C12H11ClO, Calcd: C, 69.74; H, 5.36; Obsd: C, 
70.04; H, 5.66%.

3-(2-Naphthyloxy)-1-chloropropane (3b) 
Yield: 29.7 g (97%); mp: 980C; IR (KBr, cm-1): ν = 1461 
(Ar), 1512 (Ar), 1596 (Ar), 2855 (CH), 2940 (CH) cm-1; 
1H NMR (400 MHz, CDCl3): δ = 2.27– 2.33 (m, 2H, 
CH2), 3.80 (t, 2H, CH2Cl), 4.25 (t, 2H, OCH2), 7.12–7.77 
(m, 7H, Ar–H) ppm; Mass (EIMS): m/z = 220; Analysis: 
C13H13ClO, Calcd: C, 70.75; H, 5.94; Obsd: C, 70.79; H, 
6.21%. 

4-(2-Naphthyloxy)-1-chlorobutane (3c)
Yield: 32 g (98%); mp: 1120C; IR (KBr, cm-1): ν = 1464 
(Ar), 1510 (Ar), 1599 (Ar), 2887 (CH), 2941 (CH); 1H 
NMR (CDCl3): δ = 2.15–2.20 (m, 4H, CH2CH2), 3.79 (t, 
2H, CH2Cl), 4.24 (t, 2H, OCH2), 7.13–7.78 (m, 7H, Ar– 
H) ppm; Mass (EIMS): m/z = 234; Analysis:C14H15ClO,

A General Method to Prepare dithiocarbamates of  
ω-substituted (2-naphthyloxy) Alkanes
A mixture of  Dry DMSO of  35 ml along with desired 
amines (0.6 ml, 5 m mole) comprising of  carbon 



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Am. J. Chem. Pharm. 2(2) 86-98, 2023

disulphide (in excess amount 3 ml) and Triton-B (0.9 ml, 
4 m mole) system. At room temperature, the reaction 
has been agitated for 1 h and finally (2-naphthyloxy)-
1-chloroalkanes (0.5 grams, 2 m mole) was added. The 
reaction was allowed to proceed until they were complete (2 
hours) under TLC monitoring. The final reaction mixture 
was poured into 50 ml of  distilled water and extraction 
was done thrice by using ethyl acetate. The organic layer 
was segregated as well as dried over anhydrous sodium 
sulphate, then condensed to produce the ω-substituted 
dithiocarbamate (2-naphthyloxy) alkanes (4-48). The 
compound was generated as a yellow solid.

Butyl-dithiocarbamic acid-2-(napthalen-2-yloxy)ethyl 
ester (4) 
Yield: 0.73 g (93.5 %); m.p.: 106°C; IR (KBr, νmax, cm-1): 
661 (C-S), 1114 (C=S), 1454 (Ar), 1511 (Ar), 1612 (Ar), 2864 
(CH), 2936 (CH), 3390 (NH); 1 H NMR (CDCl3): δ = 0.92-
0.96 (t, 3H, CH3), 1.30-1.34 (m, 2H, CH2CH3), 1.53- 1.56 
(m, 2H, CH2.CH2.CH3), 2.0 (bs, H, NH), 2.62-2.64 (m, 2H, 
NHCH2), 3.28-3.32 (t, 2H, CH2-S-C=S), 4.71-4.74 (t, 2H, 
CH2-O-naphthyl), 6.97-7.64 (m, 7H, Ar-H of  naphthyloxy); 
Mass: m/e 319; Analysis: C17H21NOS2, Calcd. (%): C, 63.91, 
H 6.63, N, 4.38; Obsd. (%): C, 64.19, H, 6.49, N, 4.24. 

Butyl-dithiocarbamic acid-3-(naphthalene-2-yloxy)- 
propyl ester (5)
Yield: 0.73 g (93.5 %); m.p.: 106°C; IR (KBr, νmax, cm-1): 
661 (C-S), 1115 (C=S), 1454 (Ar), 1511 (Ar), 1610 (Ar), 
2864 (CH), 2935 (CH), 3390 (NH); 1 H NMR (CDCl3): δ 
= 0.93-0.96 (t, 3H, CH3), 1.33-1.35 (m, 2H, CH2CH3), 1.53-
1.55 (m, 2H, CH2.CH2.CH3), 2.0 (bs, H, NH), 2.62-2.65 
(m, 2H, NHCH2), 2.84-2.86 (t, 2H, CH2-S-C=S), 2.35-2.39 
(m, 2H, CH2CH2CH2) 4.01-4.05 (t, 2H, CH2-Onaphthyl), 
6.96-7.62 (m, 7H, Ar-H of  naphthyloxy); Mass: m/e 333; 
Analysis: C18H23NOS2, Calcd. (%): C, 65.91, H 6.83, N, 
4.38, S, 19.15, Obsd. (%): C, 65.82, H, 6.95, N, 4.20, S, 
19.23 %: O, 4.80. 

Butyl-dithiocarbamic acid-4-(naphthalene-2-yloxy)- 
butyl ester (6)
Yield: 0.73 g (93.5 %); m.p.: 106 °C; IR (KBr, νmax, cm-
1): 661 (C-S), 1114 (C=S), 1454 (Ar), 1511 (Ar), 1612 
(Ar), 2864 (CH), 2936 (CH), 3390 (NH); 1 H NMR 
(CDCl3): δ = 0.93-0.96 (t, 3H, CH3), 1.33-1.35 (m, 2H, 
CH2CH3), 1.53- 1.55 (m, 2H, CH2.CH2.CH3), 2.0 (bs, H, 
NH), 2.62-2.66 (m, 2H, NHCH2), 2.85-2.87 (t, 2H, CH2-
S-C=S), 1.92-1.96 (m, 2H, CH2CH2CH2), 1.68-1.71 (m, 
2H, CH2CH2CH2), 4.00-4.03 (t, 2H, CH2-O-naphthyl), 
6.96-7.62 (m, 7H, Ar-H of  naphthyloxy); Mass: m/e 
347.14; Analysis: C19H25NOS2, Calcd. (%): C, 65.60, H 
7.22, N, 4.58; S, 18.42 %: O, 4.58. Obsd. (%): C, 65.66, H, 
7.25, N, 4.60, S, 18.45 %: O, 4.60. 

Hexyl-dithiocarbamic acid - 2 -(napthalen-2-yloxy)ethyl 
ester (7)
Yield: 0.8 g (96.4 %); m.p.: 119 °C; IR (KBr, νmax, cm-1): 
665 (C-S), 1116 (C=S), 1475 (Ar), 1514 (Ar), 1602 (Ar), 2875 

(CH), 2936 (CH), 3394 (NH); 1 H NMR (CDCl3): δ = 0.92-
0.95 (t, 3H, CH3), 1.27-1.29 (m, 4H, CH2CH2CH2CH3 of  
hexyl group), 1.31-1.35 (m, 2H, CH2CH3 of  hexyl group), 
1.52-1.56 (m, 2H, CH2.CH2.CH3 of  hexyl group), 2.0 (bs, H, 
NH), 2.36-2.40 (m, 2H, naphthyl-O-CH2CH2CH2-S-C=S), 
2.63-2.65 (m, 2H, NHCH2), 3.24-3.29 (t, 2H, CH2-S-C=S), 
4.68-4.73 (t, 2H, CH2-O-naphthyl), 6.96-7.62 (m, 7H, Ar-H 
of  naphthyloxy); Mass: m/e 347.14; Analysis: C19H25NOS2, 
Calcd. (%): C, 66.44, H 7.53, N, 3.87, 18.45 %: O, 4.60. Obsd. 
(%): C, 65.66, H, 7.25, N, 4.03, S, 18.45 %: O, 4.60. 

Hexyl-dithiocarbamic acid-3-(naphthalene-2-yloxy)- 
propyl ester (8)
Yield: 0.8 g (96.4 %); m.p.: 119°C; IR (KBr, νmax, cm-1): 
662 (C-S), 1116 (C=S), 1475 (Ar), 1514 (Ar), 1602 (Ar), 2875 
(CH), 2936 (CH), 3394 (NH); 1 H NMR (CDCl3): δ = 0.92-
0.94 (t, 3H, CH3), 1.27-1.29 (m, 4H, CH2CH2CH2CH3 of  
hexyl group), 1.31-1.35 (m, 2H, CH2CH3 of  hexyl group), 
1.52-1.58 (m, 2H, CH2.CH2.CH3 of  hexyl group), 2.0 (bs, H, 
NH), 2.34-2.42 (m, 2H, naphthyl-O-CH2CH2CH2-S-C=S), 
2.63-2.66 (m, 2H, NHCH2), 2.81-2.86 (t, 2H, CH2-S-C=S), 
4.02-4.05 (t, 2H, CH2-O-naphthyl), 6.97-7.64 (m, 7H, Ar-H 
of  naphthyloxy); Mass: m/e 361; Analysis: C20H27NOS2, 
Calcd. (%): C, 66.44, H 7.53, N, 3.87, Obsd. (%): C, 66.75, 
H, 7.38, N, 3.71. 

Hexyl-dithiocarbamic acid-4-(naphthalene-2-yloxy)- 
butyl ester (9)
Yield: 0.72 g (98 %); m.p.: 129 °C; IR (KBr, νmax, cm-1): 
669 (C-S), 1116 (C=S), 1475 (Ar), 1514 (Ar), 1610 (Ar), 
2875 (CH), 2936 (CH), 3410 (NH); 1 H NMR (CDCl3): δ = 
0.92-0.96 (t, 3H, CH3), 1.25-1.29 (m, 4H, CH2CH2CH2CH3 
of  hexyl group), 1.30-1.34 (m, 2H, CH2CH3 of  hexyl 
group), 1.53-1.56 (m, 2H, CH2CH2CH2.CH2.CH3 of  
hexyl group), 1.71- 1.73 (m, 2H, naphthyl-O-CH2CH2), 
1.94-1.96 (m, 2H, SCH2CH2), 2.0 (bs, H, NH), 2.62-2.64 
(m, 2H, NHCH2), 2.82- 2.86 (t, 2H, CH2-S-C=S), 4.02-
4.06 (t, 2H, CH2-O-naphthyl), 6.95-7.62 (m, 7H, Ar-H 
of  naphthyloxy); Mass: m/e 375; Analysis: C21H29NOS2, 
Calcd. (%): C, 67.15, H 7.78, N, 3.73, Obsd. (%): C, 67.59, 
H, 7.56, N, 3.51. 

Octyl-dithiocarbamic acid-2-(napthalen-2-yloxy) ethyl 
ester (10)
Yield: 0.85 g, (96.2 %); m.p.: 172 °C; IR (KBr, νmax, 
cm-1): 667 (C-S), 1120 (C=S), 1475 (Ar), 1521 (Ar), 
1612 (Ar), 2886 (CH), 2941 (CH), 3399 (NH); 1 H 
NMR (CDCl3): δ = 0.92-0.94 (t, 3H, CH3), 1.27-1.29 
(m, 8H, CH2CH2CH2CH2CH2CH3 of  octyl group), 
1.32-1.34 (m, 2H, CH2CH3 of  octyl group), 1.53-1.56 
(m, 2H, CH2CH2N of  n-octyl group), 2.0 (bs, H, NH), 
2.62-2.64 (m, 2H, NHCH2), 3.25-3.29 (t, 2H, CH2-S-
C=S), 4.01-4.04 (t, 2H, CH2-O-naphthyl), 6.95-7.62 (m, 
7H, Ar-H of  naphthyloxy); Mass: m/e 375.17; Analysis: 
C21H29NOS2, Calcd. (%): C, 67.15, H, 7.78, N, 3.73; O, 
4.22; S, 17.04. Obsd. (%): C, 67.15, H, 7.78, N, 3.73, O, 
4.26; S, 17.07.



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Octyl-dithiocarbamic acid -3-(naphthalene-2-yloxy)- 
propyl ester (11)
Yield: 0.85 g, (96.2 %); m.p.: 172 °C; IR (KBr, νmax, cm-
1): 667 (C-S), 1120 (C=S), 1472 (Ar), 1521 (Ar), 1612 (Ar), 
2884 (CH), 2941 (CH), 3399 (NH); 1 H NMR (CDCl3): δ = 
0.92-0.94 (t, 3H, CH3), 1.27-1.29 (m, 8H, CH2CH2CH2CH2 
CH2CH3 of  octyl group), 1.30-1.32 (m, 2H, CH2CH3 
of  octyl group), 1.53-1.56 (m, 2H, CH2CH2N of  noctyl 
group), 2.0 (bs, H, NH), 2.38-2.42 (m, 2H, naphthyl-
OCH2CH2CH2-S-C=S), 2.63-2.66 (m, 2H, NHCH2), 
2.83-2.87 (t, 2H, CH2-S-C=S), 4.01-4.04 (t, 2H, CH2-O-
naphthyl), 6.98- 7.66 (m, 7H, Ar-H of  naphthyloxy); Mass: 
m/e 389; Analysis: C22H31NOS2, Calcd. (%): C, 67.62, H, 
8.02, N, 3.59; Obsd. (%): C, 67.89, H, 7.90, N, 3.44. 

Octyl-dithiocarbamic acid -4-(naphthalene-2-yloxy)- 
butyl ester (12)
Yield: 0.86 g (94 %); m.p.: 156 °C; IR (KBr, νmax, cm-
1): 664 (C-S), 1108 (C=S), 1463 (Ar), 1514 (Ar), 1602 
(Ar), 2862 (CH), 2926 (CH), 3392 (NH); 1 H NMR 
(CDCl3): δ = 0.93- 0.95 (t, 3H, CH3), 1.27-1.29 (m, 8H, 
CH2CH2CH2CH2CH2CH3 of  octyl group), 1.30-1.34 (m, 
2H, CH2CH3 of  octyl group), 1.52-1.57 (m, 2H, CH2.
CH2.N), 2.0 (bs, H, NH), 2.63-2.67 (m, 2H, NHCH2), 
3.26-3.32 (t, 2H, CH2-S-C=S), 4.71-4.74 (t, 2H, CH2-O-
naphthyl), 6.96-7.62 (m, 7H, Ar-H of  naphthyloxy); Mass: 
m/e 375; Analysis: C21H29NOS2, Calcd. (%): C, 67.15, H 
7.78, N, 3.73, Obsd. (%): C, 67.54, H, 7.56, N, 3.56. 

Decyl-dithiocarbamic acid-2-(napthalen-2-yloxy)ethyl 
ester (13)
Yield: 0.86 g (94 %); m.p.: 156 °C; IR (KBr, νmax, cm-
1): 663 (C-S), 1108 (C=S), 1465 (Ar), 1511 (Ar), 1605 
(Ar), 2862 (CH), 2926 (CH), 3392 (NH); 1 H NMR 
(CDCl3): δ = 0.92-0.94 (t, 3H, CH3), 1.27-1.29 (m, 10H, 
CH2CH2CH2CH2CH2CH2CH2CH3 of  decyl group), 1.31-
1.35 (m, 2H, CH2CH3 of  decyl group), 1.53-1.56 (m, 
2H, CH2CH2N of  n-decyl group), 2.01 (bs, H, NH), 
2.63-2.65 (m, 2H, NHCH2), 3.25- 3.29 (t, 2H, CH2-S-
C=S), 4.68-4.71 (t, 2H, CH2-O-naphthyl), 6.97-7.64 (m, 
7H, Ar-H of  naphthyloxy); Mass: m/e 403.25; Analysis: 
C23H33NOS2, Calcd. (%): C, 68.40, H 8.20, N, 3.90, O, 
3.92, S, 15.86; Obsd. (%): C, 68.44, H, 8.24, N, 3.96. O, 
3.96, S, 15.89. 

Decyl-dithiocarbamic acid-3-(naphthalene-2-yloxy)- 
propyl ester (14)
Yield: 0.86 g (94 %); m.p.: 156 °C; IR (KBr, νmax, cm-
1): 664 (C-S), 1109 (C=S), 1462 (Ar), 1513 (Ar), 1602 
(Ar), 2863 (CH), 2925 (CH), 3392 (NH); 1 H NMR 
(CDCl3): δ = 0.92-0.95 (t, 3H, CH3), 1.27-1.29 (m, 10H, 
CH2CH2CH2CH2CH2CH2CH2CH3 of  decyl group), 1.31-
1.35 (m, 2H, CH2CH3 of  decyl group), 1.53-1.56 (m, 2H, 
CH2CH2N of  n-decyl group), 2.0 (bs, H, NH), 2.62-2.66 
(m, 2H, NHCH2), 2.84-2.87 (t, 2H, CH2-S-C=S), 2.34-2.38 
(m, 2H, CH2CH2), 4.68-4.71 (t, 2H, CH2-O-naphthyl), 
6.96-7.62 (m, 7H, Ar-H of  naphthyloxy); Mass: m/e 

417.67; Analysis: C24H35NOS2, Calcd. (%): C, 69, H 8.40, 
N, 3.35, O, 3.80, S, 15.31. O, 3.83, S, 15.35. Obsd. (%): C, 
69.02, H, 8.45, N, 3.35, O, 3.83, S, 15.35. 

Decyl-dithiocarbamic acid-4-(naphthalene-2-yloxy)- 
butyl ester (15)
Yield: 0.86 g (94 %); m.p.: 156 °C; IR (KBr, νmax, cm-
1): 663 (C-S), 1107 (C=S), 1462 (Ar), 1510 (Ar), 1606 
(Ar), 2865 (CH), 2926 (CH), 3392 (NH); 1 H NMR 
(CDCl3): δ = 0.92-0.94 (t, 3H, CH3), 1.27-1.29 (m, 10H, 
CH2CH2CH2CH2CH2CH2CH2CH3 of  decyl group), 
1.30-1.34 (m, 2H, CH2CH3 of  decyl group), 1.52-1.58 
(m, 2H, CH2CH2N of  n-decyl group), 2.0 (bs, H, NH), 
2.62-2.66 (m, 2H, NHCH2), 2.84- 2.87 (t, 2H, CH2-S-
C=S), 1.93-1.95 (m, 2H, CH2CH2CH2), 1.67-1.71 (m, 2H, 
CH2CH2CH2),4.68-4.71 (t, 2H, CH2-Onaphthyl), 6.97-
7.64 (m, 7H, Ar-H of  naphthyloxy); Mass: m/ e 431.70; 
Analysis: C25H37NOS2, Calcd. (%): C, 69.52, H 8.63, N, 
3.21, O, 3.70, S, 14.82. Obsd. (%): C, 69.56, H, 8.64, N, 
3.24, O, 3.71, S, 14.86.
 
Pyrollidine-dithiocarbamic acid-2-(napthalen-2- yloxy)
ethyl ester (16)
Yield: 0.62 g (80.8 %); m.p.: 79 °C; IR (KBr, νmax, cm-1): 
657 (C-S), 1106 (C=S), 1454 (Ar), 1502 (Ar), 1600 (Ar), 2863 
(CH), 2925 (CH); 1 H NMR (CDCl3): δ = 1.58-1.60 (m, 4H, 
CH2 of  pyrrolidine ring), 2.8 (t, 4H, CH2N of  pyrrolidine 
ring (2H, CH2-S-C=S), 4.71-4.73 (t, 2H, CH2- O-naphthyl), 
6.96-7.62 (m, 7H, Ar-H of  naphthyloxy); Mass: m/e 317; 
Analysis: C17H19NOS2, Calcd. (%): C, 64.32, H, 6.03, N, 4.41, 
Obsd. (%): C, 63.85, H, 6.29, N, 4.64. 

Pyrollidine-dithiocarbamic acid-3-(napthalen-2- yloxy)
propyl ester (17)
Yield: 0.63 g (83.2 %); m.p.: 86 °C; IR (KBr, νmax, cm-
1): 672 (C-S), 1124 (C=S), 1475 (Ar), 1524 (Ar), 1605 
(Ar), 2885 (CH), 2926 (CH); 1 H NMR (CDCl3): δ = 
1.57-1.61 (m, 4H, CH2 of  pyrolidine ring), 2.35-2.38 (m, 
2H, naphthyl-O-CH2CH2CH2-S-C=S), 2.8 (t, 4H, CH2N 
of  pyrolidine ring), 2.82-2.86 (t, 2H, CH2-S-C=S), 4.02-
4.04 (t, 2H, CH2-O-naphthyl), 6.96-7.62 (m, 7H, Ar-H 
of  naphthyloxy); Mass: m/e 331; Analysis: C18H21NOS2, 
Calcd. (%): C, 65.22, H, 6.39, N, 4.23, Obsd. (%): C, 
65.63, H, 6.12, N, 4.01. 

Pyrollidine - dithiocarbamic acid - 4 - (napthalen - 2 - 
yloxy) - butyl ester (18)
Yield: 0.64 g (86.5 %); m.p.: 95 °C; IR (KBr, νmax, cm-1): 
679 (C-S), 1125 (C=S), 1484 (Ar), 1525 (Ar), 1610 (Ar), 2885 
(CH), 2947 (CH); 1 H NMR (CDCl3): δ = 1.56-1.60 (m, 
4H, CH2 of  pyrolidine ring), 1.71-1.72 (m, 2H, naphthylO-
CH2CH2), 1.95-1.98 (m, 2H, S-CH2CH2), 2.8 (t, 4H, CH2N 
of  pyrolidine ring), 2.84-2.88 (t, 2H, CH2-S-C=S), 4.02-
4.05 (t, 2H, CH2-O-naphthyl), 6.97-7.64 (m, 7H, Ar-H of  
naphthyloxy); Mass: m/e 345; Analysis: C19H23NOS2, Calcd. 
(%): C, 66.09, H, 6.57, N, 4.15, Obsd. (%): C, 66.57, H, 6.32, 
N, 3.86. 



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Piperidine-1-dithiocarbamic acid-2-(napthalen-2- yloxy)
ethyl ester (19)
Yield: 0.66 g (82.5 %); m.p.: 89 °C; IR (KBr, νmax, cm-1): 
660 (C-S), 1110 (C=S), 1461 (Ar), 1509 (Ar), 1605 (Ar), 
2859 (CH), 2926 (CH); 1 H NMR (CDCl3): δ = 1.48-
1.50 (m, 6H, CH2 of  piperidine ring), 2.7 (t, 4H, CH2N 
of  piperidine ring), 3.28-3.30 (t, 2H, CH2-S-C=S), 4.71-
4.73 (t, 2H, CH2-O-naphthyl), 6.95-7.62 (m, 7H, Ar-H 
of  naphthyloxy); Mass: m/e 331; Analysis: C18H21NOS2, 
Calcd. (%): C, 65.22, H 6.39, N, 4.23, Obsd. (%): C, 65.73, 
H, 6.13, N, 3.98. 

Piperidine-1-dithiocarbamic acid-3-(napthalen-2-yloxy)
propyl ester (20)
Yield: 0.66 g (82.5 %); m.p.: 89 °C; IR (KBr, νmax, cm-1): 
662 (C-S), 1112 (C=S), 1461 (Ar), 1509 (Ar), 1605 (Ar), 
2859 (CH), 2927 (CH); 1 H NMR (CDCl3): δ = 1.48-1.50 
(m, 6H, CH2 of  piperidine ring), 2.7 (t, 4H, CH2N of  
piperidine ring), 2.82-2.86 (t, 2H, CH2-S-C=S), 2.35-2.38 
(m, 2H, CH2CH2), 4.01-4.04 (t, 2H, CH2-O-naphthyl), 
6.95- 7.62 (m, 7H, Ar-H of  naphthyloxy); Mass: m/e 
392.54; Analysis: C19H24N2O2S3, Calcd. (%): C, 58.22, H 
6.20, N, 7.23, Obsd. (%): C, 58.14.73, H, 6.16, N, 7.14, O, 
12.23, S, 16.13. 

Piperidine-1-dithiocarbamic acid-4-(napthalen-2- yloxy)
butyl ester (21)
Yield: 0.66 g (82.5 %); m.p.: 89 °C; IR (KBr, νmax, cm-1): 
660 (C-S), 1110 (C=S), 1461 (Ar), 1509 (Ar), 1605 (Ar), 
2859 (CH), 2925 (CH); 1 H NMR (CDCl3): δ = 1.48-1.50 
(m, 6H, CH2 of  piperidine ring), 2.7 (t, 4H, CH2N of  
piperidine ring), 2.83-2.86 (t, 2H, CH2-S-C=S), 1.92-1.96 
(m, 2H, CH2CH2), 1.68-1.71 (m, 2H, CH2CH2), 4.00-4.02 
(t, 2H, CH2-O-naphthyl), 6.96-7.65 (m, 7H, Ar-H of  
naphthyloxy); Mass: m/e 406.56; Analysis: C20H26N2O3S2, 
Calcd. (%): C, 59.12, H 6.49, N, 6.82, O, 11.82, S, 15.75. 
Obsd. (%): C, 59.08, H, 6.45, N, 6.89, O, 11.89, S, 15.79.

4- Methyl - piperazine-dithiocarbamic acid - 2 - 
(napthalen2 - yloxy) ethyl ester (22)
Yield: 0.66 g (82.5 %); m.p.: 89 °C; IR (KBr, νmax, cm-
1): 662 (C-S), 1112 (C=S), 1461 (Ar), 1509 (Ar), 1605 
(Ar), 2859 (CH), 2926 (CH); 1 H NMR (CDCl3): δ = 
2.24-2.27 (s, 3H, CH3 of  methyl piperazine ring), 2.44-
2.48 (t, CH2N of  piperazine ring), 2.62-2.65 (t, CH2N of  
piperazine ring), 2.0 (bs, H, NH), 3.25-3.29 (t, 2H, CH2-
S-C=S), 4.68- 4.71 (t, 2H, CH2-O-naphthyl), 6.96-7.65 
(m, 7H, Ar-H of  naphthyloxy); Mass: m/e 361; Analysis: 
C18H23N3OS2, Calcd. (%): C, 59.84, H 6.39, N, 11.60, O, 
4.40, S, 17.72 % Obsd. (%): C, 59.80, H, 6.41, N, 11.62 % 
O, 4.43, S, 17.74. 

4- Methyl - piperazine - dithiocarbamic acid - 3 - 
(napthalen2-yloxy)propyl ester (23)
Yield: 0.66 g (82.5 %); m.p.: 89 °C; IR (KBr, νmax, cm-1): 
660 (C-S), 1110 (C=S), 1461 (Ar), 1509 (Ar), 1605 (Ar), 
2859 (CH), 2926 (CH); 1 H NMR (CDCl3): δ = 2.24-2.27 
(s, 3H, CH3 of  methyl piperazine ring), 2.44-2.48 (t, CH2N 

of  piperazine ring), 2.62-2.65 (t, CH2N of  piperazine 
ring), 2.0 (bs, H, NH), 2.84-2.87 (t, 2H, CH2-SC=S), 2.34-
2.38 (m, 2H, CH2CH2), 4.68-4.71 (t, 2H, CH2-Onaphthyl), 
6.96-7.63 (m, 7H, Ar-H of  naphthyloxy); Mass: m/e 
375.55; Analysis: C19H25N3OS2, Calcd. (%): C, 60.72, H 
6.69, N, 11.23, O, 4.22, S, 17.05 % Obsd. (%): C, 60.76, 
H, 6.71, N, 11.19, O, 4.26, S, 17.08. 

4 - Methyl - piperazine - dithiocarbamic acid - 4 - 
(napthalen2-yloxy)butyl ester (24)
Yield: 0.66 g (82.5 %); m.p.: 89 °C; IR (KBr, νmax, cm-
1): 662 (C-S), 1112 (C=S), 1461 (Ar), 1509 (Ar), 1605 
(Ar), 2859 (CH), 2925 (CH); 1 H NMR (CDCl3): δ = 
2.24-2.27 (s, 3H, CH3 of  methyl piperazine ring), 2.44-
2.48 (t, CH2N of  piperazine ring), 2.62-2.65 (t, CH2N of  
piperazine ring), 2.0 (bs, H, NH), 2.84-2.86 (t, 2H, CH2-S-
C=S), 1.94- 1.96 (m, 2H, CH2CH2CH2), 1.68-1.71 (m, 2H, 
CH2CH2CH2), 4.68-4.71 (t, 2H, CH2-O-naphthyl), 6.96-
7.62 (m, 7H, Ar-H of  naphthyloxy); Mass: m/e 389.58; 
Analysis: C20H27N3OS2, Calcd. (%): C, 61.64, H 6.93, N, 
10.73, O, 4.08, S, 16.42 % Obsd. (%): C, 61.66, H, 6.99, N, 
10.79, O, 4.11, S, 16.46. 

Morpholine 4 - dithiocarbamic acid - 2 - (napthalen-2- 
yloxy)ethyl ester (25)
Yield: 0.66 g (82.5 %); m.p.: 89 °C; IR (KBr, νmax, cm-1): 
660 (C-S), 1110 (C=S), 1461 (Ar), 1509 (Ar), 1605 (Ar), 
2859 (CH), 2926 (CH); 1 H NMR (CDCl3): δ = 3.62-3.67 
(t, 2H, CH2 of  morphaline ring), 2.34-2.37 (t, CH2N of  
morphaline ring), 2.35-2.40 (s, CH2SCS), 2.84-2.86 (t, 
2H, CH2-S-C=S), 2.34-2.38 (m, 2H, CH2CH2), 4.68-4.71 
(t, 2H, CH2-O-naphthyl), 6.95-7.62 (m, 7H, Ar-H of  
naphthyloxy); Mass: m/e 382.50; Analysis: C17H22N2O4S2, 
Calcd. (%): C, 53.35, H 5.79, N, 7.30, O, 16.70, S, 16.72 
Obsd. (%): C, 53.38, H, 5.80, N, 7.32, O, 16.73, S, 16.77. 

Morpholine 4 - dithiocarbamic acid - 3 - (napthalen-2- 
yloxy)propyl ester (26)
Yield: 0.66 g (82.5 %); m.p.: 89 °C; IR (KBr, νmax, cm-1): 
662 (C-S), 1112 (C=S), 1461 (Ar), 1509 (Ar), 1605 (Ar), 
2859 (CH), 2926 (CH); 1 H NMR (CDCl3): δ = 3.62-3.67 
(t, 2H, CH2 of  morphaline ring), 2.34-2.37 (t, CH2N of  
morphaline ring), 2.35-2.40 (s, CH2-S-C=S), 1.95-1.99 (m, 
4H, CH2CH2), 4.68-4.71 (t, 2H, CH2-O-naphthyl), 6.96-
7.65 (m, 7H, Ar-H of  naphthyloxy); Mass: m/e 396.52; 
Analysis: C18H24N2O4S2, Calcd. (%): C, 45.50, H 6.09, N, 
7.10, O, 16.10, S, 16.15. Obsd. (%): C, 45.52, H, 6.10, N, 
7.06 % O, 16.14, S, 16.17. 

Morpholine 4 - dithiocarbamic acid - 4 - (napthalen-2- 
yloxy)butyl ester (27)
Yield: 0.66 g (82.5 %); m.p.: 89 °C; IR (KBr, νmax, cm-1): 
660 (C-S), 1110 (C=S), 1461 (Ar), 1509 (Ar), 1605 (Ar), 
2859 (CH), 2926 (CH); 1 H NMR (CDCl3): δ = 3.62-
3.67 (t, 2H, CH2 of  morphaline ring), 2.34-2.37 (t, CH2N 
of  morphaline ring), 2.35-2.40 (s, CH2SCS), 3.25-3.28 
(t, 2H, CH2-S-C=S), 1.94-1.96 (m, 2H, CH2CH2CH2), 
1.68-1.71 (m, 2H, CH2CH2CH2), 4.68-4.71 (t, 2H, CH2-



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O-naphthyl), 6.96- 7.63 (m, 7H, Ar-H of  naphthyloxy); 
Mass: m/e 410.55; Analysis: C19H26N2O4S2, Calcd. (%): C, 
55.55, H 6.39, N, 6.30, O, 15.55, S, 15.60. Obsd. (%): C, 
55.58, H, 6.35, N, 6.85, O, 15.59, S, 15.62. 

p -Tolyl - dithiocarbamic acid-2-(napthalen-2-yloxy)- 
ethyl ester (28)
Yield: 0.76 g (88.4 %); m.p.: 137 °C; IR (KBr, νmax, cm-
1): 660 (C-S), 1111 (C=S), 1454 (Ar), 1502 (Ar), 1602 (Ar), 
2851 (CH), 2928 (CH), 3388 (NH); 1 H NMR (CDCl3): δ 
= 2.34 (s, 3H, CH3), 3.28-3.30 (t, 2H, CH2-S-C=S), 4.0 (bs, 
H, NH), 4.70-4.72 (t, 2H, CH2-O-naphthyl), 6.35-7.62 (m, 
11H, Ar-H of  naphthyloxy and phenyl ring); Mass: m/e 
353; Analysis: C20H19NOS2, Calcd. (%): C, 67.89, H, 5.45, 
N, 3.99, Obsd. (%): C, 67.63, H, 5.58, N, 4.12. 

p-Tolyl-dithiocarbamic acid-3-(napthalen-2-yloxy)- 
propyl ester (29)
Yield: 0.76 g (88.4 %); m.p.: 137 °C; IR (KBr, νmax, cm-1): 
662 (C-S), 1111 (C=S), 1454 (Ar), 1502 (Ar), 1601 (Ar), 
2851 (CH), 2928 (CH), 3388 (NH); 1 H NMR (CDCl3): 
δ = 2.34 (s, 3H, CH3), 3.28-3.30 (t, 2H, CH2-S-C=S), 4.0 
(bs, H, NH), 2.35-2.40 (s, CH2-S-C=S), 1.95-1.99 (m, 4H, 
CH2CH2), 4.68-4.71 (t, 2H, CH2-O-naphthyl), 6.34-7.64 
(m, 11H, Ar-H of  naphthyloxy and phenyl ring); Mass: 
m/e 367.53; Analysis: C21H21NOS2, Calcd. (%): C, 68.60, 
H, 5.72, N, 3.80, O, 4.31, S, 17.45 % Obsd. (%): C, 68.63, 
H, 5.76, N, 3.81 % O, 4.35, S, 17.45. 

p -Tolyl - dithiocarbamic acid-4-(napthalen-2-yloxy)- 
butyl ester (30)
Yield: 0.76 g (88.4 %); m.p.: 137 °C; IR (KBr, νmax, cm-1): 
662 (C-S), 1111 (C=S), 1454 (Ar), 1502 (Ar), 1601 (Ar), 
2851 (CH), 2928 (CH), 3388 (NH); 1 H NMR (CDCl3): 
δ = 2.34 (s, 3H, CH3), 3.28-3.30 (t, 2H, CH2-S-C=S), 4.0 
(bs, H, NH), 2.35-2.40 (s, CH2SCS), 3.25-3.27 (t, 2H, CH2-
S-C=S), 1.94-1.96 (m, 2H, CH2CH2CH2), 1.68-1.71 (m, 
2H, CH2CH2CH2), 4.71-4.73 (t, 2H, CH2-O-naphthyl), 
6.35-7.63 (m, 11H, Ar-H of  naphthyloxy and phenyl ring); 
Mass: m/e 381.55; Analysis: C22H23NOS2, Calcd. (%): C, 
69.20, H, 6.06, N, 3.62, O, 4.15, S, 16.79. Obsd. (%): C, 
69.25, H, 6.08, N, 3.67, O, 4.19, S, 16.81.
 
(4 - Methoxy - 4 - phenyl) dithiocarbamic acid - 2 - 
(napthalen2-yloxy)ethyl ester (31)
Yield: 0.8 g (89.2 %); m.p.: 117 °C; IR (KBr, νmax, cm-1): 
659 (C-S), 1106 (C=S), 1455 (Ar), 1502 (Ar), 1600 (Ar), 
2854 (CH), 2926 (CH), 3389 (NH); 1 H NMR (CDCl3): δ 
= 3.28-3.30 (t, 2H, CH2-S-C=S), 3.72 (s, 3H, OCH3), 4.0 
(bs, H, NH), 4.70-4.72 (t, 2H, CH2-O-naphthyl), 6.35-7.64 
(m, 11H, Ar-H of  naphthyloxy and phenyl ring); Mass: 
m/e 369; Analysis: C20H19NO2S2, Calcd. (%): C, 65.01, H, 
5.18, N, 3.79, Obsd. (%): C, 65.47, H, 5.03, N, 3.48.

(4 - Methoxy - 4 - phenyl) dithiocarbamic acid- 3 - 
(napthalen2-yloxy)propyl ester (32)
Yield: 0.82 g (93.8 %); m.p.: 139 °C; IR (KBr, νmax, cm-
1): 668 (C-S), 1117 (C=S), 1472 (Ar), 1524 (Ar), 1614 (Ar), 

2876 (CH), 2938 (CH), 3396 (NH); 1 H NMR (CDCl3): 
δ = 2.38-2.42 (m, 2H, naphthyl-OCH2CH2CH2-S-C=S), 
2.84-2.88 (t, 2H, CH2-S-C=S), 3.74 (s, 3H, OCH3), 4.0 
(bs, H, NH), 4.02-4.05 (t, 2H, CH2-Onaphthyl), 6.34-7.65 
(m, 11H, Ar-H of  naphthyloxy and phenyl ring); Mass: 
m/e 383; Analysis: C21H21NO2S2, Calcd. (%): C, 65.76, H 
5.52, N, 3.65, Obsd. (%): C, 65.27, H, 5.85, N, 3.81. 

(4-Methoxy- 4 - phenyl) dithiocarbamic acid - 4 - 
(napthalen2-yloxy)butyl ester (33)
Yield: 0.83 g (94.5 %); m.p.: 126 °C; IR (KBr, νmax, cm-
1): 681 (C-S), 1126 (C=S), 1484 (Ar), 1523 (Ar), 1610 (Ar), 
2885 (CH), 2936 (CH), 3407 (NH); 1 H NMR (CDCl3): 
δ = 1.71-1.74 (m, 2H, naphthyl-O-CH2CH2), 1.94-1.96 
(m, 2H, S-CH2CH2), 2.01 (bs, H, NH), 2.82-2.86 (t, 2H, 
CH2-S-C=S), 3.72 (s, 3H, OCH3),3.92-3.94 (d, 2H, CH2 
of  benzylic proton),4.01-4.04 (t, 2H, CH2-O-naphthyl), 
6.65- 7.62 (m, 11H, Ar-H of  naphthyloxy and phenyl 
ring); Mass: m/e 411; Analysis: C23H25NO2S2, Calcd. (%): 
C, 67.12, H, 6.12, N, 3.40, Obsd. (%): C, 67.67, H, 6.40, 
N, 3.67. 

Cyclohexyl - dithiocarbamic acid - 2 - (napthalen - 2 
- yloxy)ethyl ester (34) 
Yeild: 0.714 g (85.5 %), m.p; 112 °C; IR (KBr, νmax, cm-
1): 658 (C-S), 1103 (C=S), 1454 (Ar), 1502 (Ar), 1600 (Ar), 
2851 (CH), 2926 (CH), 3373 (NH); 1 H NMR (CDCl3): 
δ = 1.41-1.45 (m, 6H,CH2 of  cyclohexyl ring), 1.62- 1.64 
(m, 4H, CH2 of  cyclohexyl ring), 2.0 (bs, H, NH), 2.54- 
2.58 (m, H, tertiary H of  cyclohexyl ring), 3.26-3.29 (t, 
2H, CH2-S-C=S), 4.71-4.74 (t, 2H, CH2-O-naphthyl), 
6.98-7.62 (m, 7H, Ar-H of  naphthyloxy); Mass: m/e 345; 
Analysis: C19H23NOS2, Calcd. (%): C, 66.05, H, 6.71, N, 
4.05, Obsd. (%): C, 65.65, H, 6.97, N, 4.23. 

Cyclohexyl - dithiocarbamic acid - 3 - (napthalen-2- 
yloxy)propyl ester (35)
Yield: 0.714 g (85.5 %); m.p.: 112 °C; IR (KBr, νmax, cm-
1): 658 (C-S), 1103 (C=S), 1454 (Ar), 1502 (Ar), 1600 (Ar), 
2851 (CH), 2927 (CH), 3373 (NH); 1 H NMR (CDCl3): 
δ = 1.44-1.48 (m, 6H,CH2 of  cyclohexyl ring), 1.63-1.66 
(m, 4H, CH2 of  cyclohexyl ring), 2.0 (bs, H, NH), 2.54-
2.59 (m, H, tertiary H of  cyclohexyl ring), 3.28-3.30 (t, 
2H, CH2-S-C=S), 4.71-4.73 (t, 2H, CH2-O-naphthyl), 
6.95- 7.62 (m, 7H, Ar-H of  naphthyloxy); Mass: m/e 345; 
Analysis: C19H23NOS2, Calcd. (%): C, 66.05, H, 6.71, N, 
4.05, Obsd. (%): C, 65.65, H, 6.97, N, 4.23. 

Cyclohexyl - dithiocarbamic acid - 4 - (napthalen-2- 
yloxy)butyl ester (36)
Yield: 0.75 g (94.5 %); m.p.: 126 °C; IR (KBr, νmax, cm-1 
): 668 (C-S), 1121 (C=S), 1469 (Ar), 1523 (Ar), 1617 (Ar), 
2879 (CH), 2937 (CH), 3408 (NH); 1 H NMR (CDCl3): 
δ = 1.42-1.44 (m, 6H, CH2 of  cyclohexyl ring), 1.65- 
1.68 (m, 4H, CH2 of  cylohexyl ring), 1.71-1.73 (m, 2H, 
naphthyl-O-CH2CH2), 1.94-1.96 (m, 2H, S-CH2CH2), 2.0 
(bs, H, NH), 2.54-2.57 (m, H, tert. CH of  cylohexyl ring), 
2.84- 2.88 (t, 2H, CH2-S-C=S), 4.02-4.06 (t, 2H, CH2-O-



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naphthyl), 6.98-7.62 (m, 7H, Ar-H of  naphthyloxy); Mass: 
m/e 373; Analysis: C21H27NOS2, Calcd. (%): C, 67.52, H, 
7.28, N, 3.75, Obsd. (%): C, 67.84, H, 7.12, N, 3.59. 

Benzyl - dithiocarbamic acid -2-(napthalen-2-yloxy)- 
ethyl ester (37)
Yield: 0.75 g (87.3 %); m.p.: 101 °C; IR (KBr, νmax, cm-
1): 662 (C-S), 1112 (C=S), 1464 (Ar), 1512 (Ar), 1603 (Ar), 
2865 (CH), 2926 (CH), 3385 (NH); 1 H NMR (CDCl3): 
δ = 2.0 (bs, H, NH), 3.26-3.32 (t, 2H, CH2-S-C=S), 3.92-
3.94 (d, 2H, benzylic proton), 4.71-4.73 (t, 2H, CH2-O-
naphthyl), 6.98-7.65 (m, 12H, Ar-H of  naphthyloxy); 
Mass: m/e 353; Analysis: C20H19NOS2, Calcd. (%): C, 
67.95, H 5.42, N, 3.96, Obsd. (%): C, 67.63, H, 5.58, N, 
4.12. 

Benzyl - dithiocarbamic acid -3-(napthalen-2-yloxy)- 
propyl ester (38)
Yield: 0.75 g (89.8 %); m.p.: 109 °C; IR (KBr, νmax, cm-
1): 668 (C-S), 1114 (C=S), 1474 (Ar), 1514 (Ar), 1612 
(Ar), 2863 (CH), 2926 (CH), 3398 (NH); 1 H NMR 
(CDCl3): δ = 2.0 (bs, H, NH), 2.38-2.42 (m, 2H, naphthyl-
OCH2CH2CH2-S-C=S), 2.82-2.86 (t, 2H, CH2-S-C=S), 
3.91-3.93 (d, 2H, CH2 of  benzylic hydrogens), 4.01-
4.04 (t, 2H, CH2-Onaphthyl), 6.96-7.62 (m, 12H, Ar-H 
of  naphthyloxy); Mass: m/e 367; Analysis: C21H21NOS2, 
Calcd. (%): C, 68.63, H, 5.76, N, 3.81, Obsd. (%): C, 
68.27, H, 5.94, N, 4.02. 

Benzyl - dithiocarbamic acid -4-(napthalen-2-yloxy)- 
butyl ester (39)
Yield: 0.75 g (92.8 %); m.p.: 119 °C; IR (KBr, νmax, cm-
1): 673 (C-S), 1126 (C=S), 1484 (Ar), 1529 (Ar), 1612 (Ar), 
2873 (CH), 2936 (CH), 3398 (NH); 1 H NMR (CDCl3): δ 
= 1.71-1.74 (m, 2H, naphthyl-O-CH2CH2), 1.96-1.99 (m, 
2H, S-CH2CH2), 2.0 (bs, H, NH), 2.84-2.88 (t, 2H, CH2-
S-C=S), 3.91-3.94 (d, 2H, CH2 of  benzylic proton), 4.01-
4.04 (t, 2H, CH2-O-naphthyl), 6.96-7.65 (m, 12H, Ar-H 
of  naphthyloxy); Mass: m/e 381; Analysis: C22H23NOS2, 
Calcd. (%): C, 69.25, H 6.08, N, 3.67, Obsd. (%): C, 69.67, 
H, 5.87, N, 3.46. 

Phenyl ethyl - dithiocarbamic acid - 2 - (napthalen-2- 
yloxy)ethyl ester (40)
Yield: 0.78 g (88.2 %); m.p.: 146 °C; IR (KBr, νmax, cm-
1): 661 (C-S), 1112 (C=S), 1464 (Ar), 1514 (Ar), 1605 (Ar), 
2865 (CH), 2923 (CH), 3376 (NH); 1 H NMR (CDCl3): 
δ = 2.0 (bs, H, NH), 2.80-2.82 (t, 2H, PhCH2), 2.96- 2.98 
(m, 2H, NHCH2CH2Ph), 3.28-3.31 (t, 2H, CH2-S-C=S), 
4.71-4.73 (t, 2H, CH2-O-naphthyl), 6.98-7.62 (m, 12H, 
Ar-H of  naphthyloxy and phenyl ring); Mass: m/e 367; 
Analysis: C21H21NOS2, Calcd. (%): C, 68.63, H, 5.76, N, 
3.81, Obsd. (%): C, 68.19, H, 6.06, N, 3.95. 

Phenyl ethyl - dithiocarbamic acid - 3 - (napthalen-2- 
yloxy)propyl ester (41)
Yield: 0.8 g (91.4 %); m.p.: 172 °C; IR (KBr, νmax, cm-1): 
668 (C-S), 1126 (C=S), 1478 (Ar), 1519 (Ar), 1614 (Ar), 

2878 (CH), 2933 (CH), 3396 (NH); 1 H NMR (CDCl3): 
δ = 2.0 (bs, H, NH), 2.35-2.41 (m, 2H, naphthyl-
OCH2CH2CH2-S-C=S), 2.80-2.82 (t, 2H, PhCH2), 2.84-
2.86 (t, 2H, CH2-S-C=S), 2.96-3.02 (m, 2H, CH2NH), 
4.02-4.06 (t, 2H, CH2-O-naphthyl), 6.95-7.62 (m, 12H, 
Ar-H of  naphthyloxy and phenyl group); Mass: m/e 381; 
Analysis: C22H23NOS2, Calcd. (%): C, 69.25, H, 6.08, N, 
3.67, Obsd. (%): C, 68.87, H, 6.29, N, 3.89. 

Phenyl ethyl - dithiocarbamic acid - 4 -(napthalen-2- 
yloxy)butyl ester (42)
Yield: 0.8 g (94.8 %); m.p.: 179 °C; IR (KBr, νmax, cm-1): 
679 (C-S), 1149 (C=S), 1487 (Ar), 1533 (Ar), 1622 (Ar), 
2884 (CH), 2944 (CH), 3438 (NH); 1 H NMR (CDCl3): 
δ = 1.72-1.74 (m, 2H, naphthyl-O-CH2CH2), 1.96- 1.97 
(m, 2H, S-CH2CH2), 2.01 (bs, H, NH),2.80-2.82 (t, 2H, 
PhCH2), 2.86-2.88 (t, 2H, CH2-S-C=S), 2.96-3.00 (m, 2H, 
CH2NH), 4.02-4.06 (t, 2H, CH2-O-naphthyl), 6.98-7.62 
(m, 12H, Ar-H of  naphthyloxy and phenyl ring); Mass: 
m/e 395; Analysis: C23H25NOS2, Calcd. (%): C, 69.93, H, 
6.37, N, 3.54, Obsd. (%): C, 69.57, H, 6.55, N, 3.72.

Phenyl propyl - dithiocarbamic acid - 2 -(napthalen-2- 
yloxy)ethyl ester (43)
Yield: 0.84 g (90.2 %); m.p.: 119 °C; IR (KBr, νmax, cm-
1): 668 (C-S), 1114 (C=S), 1462 (Ar), 1514 (Ar), 1600 
(Ar), 2862 (CH), 2925 (CH), 3388 (NH); 1 H NMR 
(CDCl3): δ = 1.86-1.88 (m, 2H, PhCH2CH2CH2NH), 
2.0 (bs, H, NH), 2.54-2.56 (t, 2H, PhCH2), 2.65-2.64 (m, 
2H, NHCH2CH2CH2Ph), 3.28-3.31 (t, 2H, CH2-S-C=S), 
4.72-4.74 (t, 2H, CH2-O-naphthyl), 6.95-7.62 (m, 12H, 
Ar-H of  naphthyloxy and phenyl ring); Mass: m/e 381; 
Analysis: C22H23NOS2, Calcd. (%): C, 69.25, H 6.08, N, 
3.67, Obsd. (%): C, 69.66, H, 5.99, N, 3.35. 

Phenyl propyl - dithiocarbamic acid - 3 - (napthalen-2- 
yloxy)propyl ester (44)
Yield: 0.84 g (93.2 %); m.p.: 135 °C; IR (KBr, νmax, cm-1 
): 682 (C-S), 1129 (C=S), 1481 (Ar), 1533 (Ar), 1626 (Ar), 
2884 (CH), 2936 (CH), 3416 (NH); 1 H NMR (CDCl3): 
δ = 1.86-1.89 (m, 2H, Ph.CH2CH2CH2), 2.0 (bs, H, NH), 
2.38-2.42 (m, 2H, naphthyl-O-CH2CH2CH2-SC=S), 
2.52-2.55 (t, 2H, PhCH2), 2.62-2.64 (m, 2H, NHCH2), 
2.84-2.88 (t, 2H, CH2-S-C=S), 4.02-4.05 (t, 2H, CH2-
Onaphthyl), 6.98-7.65 (m, 12H, Ar-H of  naphthyloxy and 
phenyl group); Mass: m/e 395; Analysis: C23H25NOS2, 
Calcd. (%): C, 69.83, H 6.37, N, 3.54, Obsd. (%): C, 69.34, 
H, 6.66, N, 3.74. 

Phenyl propyl - dithiocarbamic acid - 4-(napthalen-2- 
yloxy)butyl ester (45)
Yield: 0.85 g (97.6 %); m.p.: 154 °C; IR (KBr, νmax, cm-
1): 692 (C-S), 1139 (C=S), 1486 (Ar), 1539 (Ar), 1628 
(Ar), 2882 (CH), 2948 (CH), 3427 (NH); 1 H NMR 
(CDCl3): δ = 1.71-1.73 (m, 2H, naphthyl-O-CH2CH2), 
1.86- 1.88 (m, 2H, PhCH2CH2CH2NH), 1.96-1.99 (m, 
2H, SCH2CH2), 2.02 (bs, H, NH), 2.54-2.56 (t, 2H, 
PhCH2), 2.64- 2.68 (m,2H,PhCH2CH2CH2-N), 2.84-2.86 



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(t, 2H, CH2-S-C=S), 2.98-3.01 (m, 2H, CH2NH), 4.02-
4.06 (t, 2H, CH2-Onaphthyl), 6.98-7.62 (m, 12H, Ar-H of  
naphthyloxy and phenyl ring); Mass: m/e 409; Analysis: 
C24H27NOS2, Calcd. (%): C, 70.37, H, 6.64, N, 3.42, Obsd. 
(%): C, 69.95, H, 6.86, N, 3.62. 

Di - sec - butyl - dithiocarbamic acid-2-(napthalen-2- 
yloxy)ethyl ester (46)
Yield: 0.84 g (90.2 %); m.p.: 119 °C; IR (KBr, νmax, cm-
1): 668 (C-S), 1115 (C=S), 1462 (Ar), 1514 (Ar), 1601 
(Ar), 2865 (CH), 2926 (CH), 3388 (NH); 1 H NMR 
(CDCl3): δ = 1.08-1.10 (d, CH3), 2.75-2.79 (m, 8H, 
CH3CH2CH3), 1.38- 1.41 (M, 6H, CH3CHCH3), 0.94-0.96 
(t, 2H,CH3CHCH2), 3.28- 3.30 (t, 2H, CH2-S-C=S), 4.71-
4.73 (t, 2H, CH2-O-naphthyl), 6.95-7.63 (m, 12H, Ar-H 
of  naphthyloxy and phenyl ring); Mass: m/e 375.59; 
Analysis: C21H29NOS2, Calcd. (%): C, 67.10, H 7.75, N, 
3.70, O, 4.22, S, 17.05. Obsd. (%): C, 67.15, H, 7.78, N, 
3.73, O, 4.26, S, 17.07. 

Di - sec - butyl - dithiocarbamic acid - 3-(napthalen-2- 
yloxy) propyl ester (47)
Yield: 0.84 g (90.2 %); m.p.: 119 °C; IR (KBr, νmax, cm-
1): 668 (C-S), 1114 (C=S), 1462 (Ar), 1514 (Ar), 1600 
(Ar), 2862 (CH), 2925 (CH), 3388 (NH); 1 H NMR 
(CDCl3): δ = 1.08-1.10 (d, CH3), 2.75-2.79 (m, 8H, 
CH3CH2CH3), 1.38-1.41 (M, 6H, CH3CHCH3), 0.94-0.96 
(t, 2H,CH3CHCH2), 3.28-3.30 (t, 2H, CH2-S-C=S), 2.35-
2.39(m, 2H, CH2CH2CH2), 4.72-4.74 (t, 2H, CH2-O-
naphthyl), 6.96- 7.62 (m, 12H, Ar-H of  naphthyloxy and 
phenyl ring); Mass: m/e 389.62; Analysis: C22H31NOS2, 
Calcd. (%): C, 67.80, H 8.01, N, 3.60, O, 4. 10, S, 16.42. 
Obsd. (%): C, 67.82, H, 8.02, N, 3.59, O, 4.11, S, 16.46. 

Di - sec - butyl - dithiocarbamic acid - 4 -(napthalen-2- 
yloxy)butyl ester (48)
Yield: 0.84 g (90.2 %); m.p.: 119 °C; IR (KBr, νmax, 
cm-1): 668 (C-S), 1114 (C=S), 1465 (Ar), 1514 (Ar), 
1600 (Ar), 2865 (CH), 2927 (CH), 3388 (NH); 1 H 
NMR (CDCl3): δ = 1.08-1.10 (d, CH3), 2.75-2.79 (m, 
8H, CH3CH2CH3), 1.38- 1.41 (M, 6H, CH3CHCH3), 
0.94-0.96 (t, 2H,CH3CHCH2), 3.27- 3.31 (t, 2H, CH2-S-
C=S), 1.92-1.96 (m, 2H, CH2CH2CH2), 1.68-1.71 (m, 2H, 
CH2CH2CH2), 4.71-4.73 (t, 2H, CH2-Onaphthyl), 6.97-
7.64 (m, 12H, Ar-H of  naphthyloxy and phenyl ring); 
Mass: m/e 403.64; Analysis: C23H33NOS2, Calcd. (%): C, 
68.41, H 8.20, N, 3.44, O, 3.92, S, 15.87. Obsd. (%): C, 
68.44, H, 8.24, N, 3.47, O, 3.96, S, 15.89.

Biological Testing
DPPH Radical Scavenging Activity of  the Experiment
The initial absorbance of  the DPPH in ethanol 
(concentration = 0.04 mM) was measured at 517 nm 
and was maintained constant throughout the period 
of  assay. All the sample compounds were dissolved 
and eventually further diluted in 80% EtOH. Different 
test concentrations (2.5, 5, 10, 20 and 40 mg/ mL) or 

carrier solvent alone was added to 2 mL of  ethanolic 
DPPH solution with three replicates each. The change in 
absorbance at 517 nm was measured with time and free 
radical scavenging activity was calculated as inhibition 
using following equation:
Percentage DPPH radical scavenging activity = 1 - [As/ 
Ac] X 100, 
where As: absorbance of  the DPPH solution containing 
samples. Ac: absorbance of  the control solution without 
sample but with DPPH. The experiment was also 
conducted using vitamin C as a reference antioxidant.

ABTS Radical Scavenging Activity of  the 
Experiment(TRAP)
In this method, an antioxidant was added to a pre-formed 
ABTS radical solution and after a fixed time period the 
remaining ABTS.+ was quantified spectrophotometrically 
at 734 nm. ABTS.+ was produced by reacting ABTS with 
oxidant solution (K2S2O8) at the Volume ratio of  1:1, 
stored in the dark at room temperature for 16 h. The 
ABTS.+   solution was diluted to give an absorbance of  
0.750 ± 0.025 at 734 nm in 80% EtOH. All the compounds 
tested were dissolved and eventually further diluted in 
80% EtOH. 200 mL different test concentrations (2.5, 5, 
10, 20 and 40 mg/mL) or carrier solvent alone was added 
to 4 mL of  ethanolic DPPH solution with three replicates 
each. The absorbance was recorded as time goes on 
after mixing and the percentage of  radical scavenging 
was calculated for each concentration relative to a blank 
containing no scavenger. The extent of  decolorization 
was calculated as percentage reduction of  absorbance. 
Percentage ABTS radical scavenging activity = 1 - [As/
Ac] X 100, 
where As: absorbance of  the ABTS solution containing 
samples. Ac: absorbance of  the control solution without 
sample but with ABTS. The experiment was also 
conducted using vitamin C as a reference antioxidant.

ROO_Radical Scavenging Activity of  the Experiment 
(TRAP)
In this method, 0.02 g ABTS and 0.27 g of  2,20-Azobis 
(2-methylpropionamidine) dihydrochloride (AAPH) 
was dissolved in acetate buffer solution (PH = 4.3) 
and transferred to the 500mL volumetric flask. The 
solution was treated with 45 0C water bath for an hour, 
and then cooled to room temperature. 200 mL different 
concentrations (2.5, 5,10, 20, and 40 mg/mL) or carrier 
solvent alone was added to 4 mL of  ethanolic ROO. 
solution with three replicates each. The changes in 
absorbance at 734 nm were recorded. 
Percentage ROO.  radical scavenging activity = 1 - [As/
Ac] X 100, 
where As: absorbance of  the ROO.  solution containing 
samples. Ac: absorbance of  the control solution without 
sample but with ROO.. The experiment was also 
conducted using vitamin C as a reference antioxidant.



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O2-. Radical Scavenging Activity of  the Experiment 
(NET)
0.04 g KO2 and 0.3 g 18-Crown-6 were dissolved with 
100 mL anhydrous DMSO to create O2-. radical. 1.2 g 
nitrotetrazolium blue chloride (NET) was dissolved in 
100mL of  anhydrous DMSO to be used for determining 
absorbance. 100 mL of  different test concentrations (2.5, 
5, 10, 20, and 40 mg/ mL) or carrier solvent alone was 
added to 200 mL of  ethanolic O2-.  solution with three 
replicates each react for 5 min and then added with 200 
mL of  NET solution reacted for 5 min. to determine the 
absorbance of  680 nm through following equation:-
Percentage O2-. radical scavenging activity = 1 - [As/Ac] 
X 100, 
where As: absorbance of  the O2-. solution containing 
samples. Ac: absorbance of  the control solution without 
sample but with O2-.. The experiment was also conducted 
using vitamin C as a reference antioxidant.

CONCLUSION
We have synthesized a series of  dithiocarbamates of  
ω-substituted (2-naphthyloxy) alkanes. Antioxidant activity 
of  these hybrid compounds were studied by radicals 
1,1-diphenyl-2-picryl-hydrazyl (DPPH) assay, 2,2-azino-
bis(3-ethylbenzthiazoline-6-sulfonic acid) (ABTS) assay, 
ROO. (TRAP) assay and O2. (NET) assay against curcumin 
and vitamin C as standard drug. 

ACKNOWLEDGEMENT
The authors gratefully acknowledge fruitful discussions 
with Dr. Devdutt Chaturvedi regarding the research 
and Amity University Uttar Pradesh (AUUP), Lucknow 
Campus, Lucknow, U.P., for their constant encouragement 
and support for research. Financial support from the 
Department of  Science and Technology (DST), Govt. 
of  India (Grant No.SR/FT/CS-147/2010) is gratefully 
acknowledged.

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