Volume 8, Issue 6, June 2023 International Journal of Innovative Science and Research Technology

ISSN No:-2456-2165

Anti-Microbial Activity and Synthesis of

3-(Benzylideneamino)- 2,7-Dimethylbenzo-
[4,5] Thieno [2,3-D] Pyrimidine-4-Ones
Dhananjay Pandya*, Mamta Chauhan
Chemistry Department,
Government Science College Veraval,
BKNM University, Junagadh-362266

Abstract:- A series of few 3-(benzylideneamino) -2,7- came out with interesting pharmacological properties
dimethyl-benzo[4,5]thieno[2,3-d]pyrimidine-4-one were particularly anti-bacterial activity and anti-fungal activity.
prepared in laboratory. They were purified by manual On the basis of survey of literature and various references
column chromatography as well as re-crystallized from and considering the results and the structures of imines of 3-
various solvents. Their structures were characterized by amino-2,7-dimethylbenzo[4,5] thieno[2,3-d]pyrimidine-4-
spectroscopy techniques such as Proton-NMR and one, The novel final compounds have been synthesized,
Carbon-NMR. Their masses were detected by using purified and characterized as described below. The anti-
Mass-spectrometry. They were screened for their microbial and antifungal activity of these compounds on
therapeutic and pharmacological activities as a biological gram positive bacterias and gram negative bacterias along
function. Some of the novel target compounds were with one fungal stain with respect to Furacin and
found to have strong biological activities with respect to Itraconozole standard drugs were evaluated as minimum
Itraconozole and Furacin standard drugs. inhibitory concentration.

Keywords:- 3-(benzylideneamino)- 2,7-dimethylbenzo[4,5] II. RESULTS AND DISCUSSION

thieno-[2,3-d]pyrimidine-4-one, Antifungal activity,
Antimicrobial activity, Minimal Inhibition Concentration. Int-1 was synthesized by Gewald multi-component
reaction among 4-methylcyclohexanone, ethylcyanoacetate
I. INTRODUCTION and sulphur powder using morpholine as a weak organic
base. Int-2 was produced by the acetylation of Int-1 using
Human-being and animals are strongly influenced by acetic-anhydride as acetylating reagent. Int-3 was prepared
the activities of microorganisms. Control on population of by the reaction between Int-2 and hydrazine-hydrate. Target
microbes is quite necessary to avoid and cure the compounds (4a-j) were synthesized by the final reaction
transmission of disease, infection of disease, their between Intermediate-3 and different aromatic aldehydes to
decomposition; their contamination and spoilage caused by form Schiff’s base (imines).
them. The comfort and convenience depend upon the
quantity and concentration of compound on the control of Following reaction scheme was used for the synthesis
population of microbes. Some studies on 3-amino-2,7- of target compounds (4a-j) after 4 steps. The reagents and
dimethylbenzo[4,5]thieno[2,3-d]pyrimidin-4-one derivatives conditions are also mentioned below the scheme.

Fig. 1: Scheme Reagents and Conditions (1) Sulphur, Morpholine, Ultrasound irradiation, rt, 1h; (2) (CH3CO)2O, Reflux, 3h; (3)
NH2NH2, Ethanol, Reflux, 16h; (4) Aromatic Aldehyde, AcOH, MeOH (1:1), rt, 2-5h.

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Volume 8, Issue 6, June 2023 International Journal of Innovative Science and Research Technology
ISSN No:-2456-2165
We used Pseudomonas Aeruginosa from gram Minimal inhibition concentration was measured by
negative group of bacterias. We used KL. Pneumoniae and well known and highly used micro broth dilution method.
Staphylococcus Aureus from gram positive group of To grow bacterias, Mueller Hinton Broth was used as
bacterias along with Escherichia Coli and for the evaluation nutrient media. The same method was also used for testing
of anti-bacterial activity and anti-fungal activity Broth the strain by comparing the turbidity. S,S-
dilution method was used to carry out the antibacterial Dimethylsulphoxide was used as a diluent to get the required
activity. It is actually non-automated in-vitro bacterial concentration of various drugs for testing the standard
susceptibility examination. This conventional method gives bacterial strains. For the screening of antibacterial and
a quantitative result for the quantity of anti-microbial antifungal activities, following common standard strains
reagents which are necessary to stop the growth of specific were used which are given in following Table-1.
micro-organisms.

Table 1: Standard strains used for the specific bacterial species

E.-Coli P.- KL.- S.-
Aeruginosa Pneumoniae Aureus
MTCC443 MTCC1688 MTCC109 MTCC96

Methods used for primary and secondary screening are per ml, 25 micro-gram per ml, 50 micro-gram per ml, 100
given below. As a stock solution, each prepared drug was micro-gram per ml and 200 micro-gram per ml.
diluted to get concentration of 2000 microgram per ml.
Finding Results: The concentration which showed 99%
Primary screening process: Two fifty micro-gram per inhibition was considered as MIC. The result was strongly
one ml, Five hundred micro-gram per one ml and thousand affected by inoculums size. The test mixture must contain at
micro-gram per one ml solutions of the prepared drugs were least 108 organisms per ml.
taken in the primary screening. The prepared drugs which
showed activity in this above process were tested further for Minimal Inhibition Concentration of each sample in µg
the Secondary screening process. per ml unit on two gram negative bacterias Escherichia Coli
and Pseudomonas Aeruginosa and two gram positive
Secondary screening process: The active drugs of bacterias Staphylococcus Aureus and KL.Pneumoniae in
primary screening process were diluted to get the comparison to standard drug Furacin along with one fungal
concentrations of 6.25 micro-gram per ml, 12.5 micro-gram strain P.Marneffei in comparison to standard drug
Itraconozole which are given in following Table-2.

Table 2: Minimal Inhibition Concentration value of each sample in µg/ml

Sr. Compound E. P. KL. S. P.
No. Code Coli Aeruginosa Pneumoniae Aureus Marneffei
1 4a 50 25 25 50 100
2 4b 50 50 50 25 200
3 4c 50 50 50 25 200
4 4d 25 50 25 12.5 250
5 4e 50 12.5 50 50 500
6 4f 50 50 12.5 50 50
7 4g 25 25 50 50 100
8 4h 50 12.5 50 50 250
9 4i 25 50 25 25 150
10 4j 50 50 12.5 50 200
11 Furacin 25 25 50 50 -
12 Itraconozole - - - - 100

III. CONCLUSIONS Table 2 shows that the minimal inhibition

concentration (MIC) of Furacin against E.-Coli and P.-
3-(benzylideneamino)-2,7-dimethylbenzo- Aeruginosa species is 25.0 µg/ml; against KL.-Pneumoniae
[4,5]thieno[2,3-d] pyrimidine-4-one derivatives were and S.-Aureus is 50.0 µg/ml. The minimal inhibition
successfully prepared. They were purified by concentration (MIC) of Itraconozole against P.-Marneffei
recrystallizaion as well as column chromatography. Their species is 100 µg/ml. Tartet compounds 4d, 4g and 4i
structures were confirmed by various spectroscopy methods showed excellent activity against E.-Coli, P.-Aeruginosa,
such as PMR, CMR, Mass spectrometry and analysis of KL.-Pneumoniae and S.-Aureus. as compare to standard
C,H,N and S elements. Moreover, the therapeutic and drugs.
pharmacological evaluation of these compounds were
carried out as mentioned in above method as compare to
standard drugs Furacin and Itraconozole.

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Volume 8, Issue 6, June 2023 International Journal of Innovative Science and Research Technology
ISSN No:-2456-2165
IV. EXPERIMENTAL SECTION  3-amino-2,7-dimethyl-5,6,7,8-tetrahydrobenzo [4,5]
thieno [2,3-d]pyrimidin-4(3H)-one (Int-3)
A. Methods and Materials Int-2 (7.9 g, 0.03 mol) and Hydrazine-hydrate (45 mL) were
Physical constants (MP) were measured using open taken in 50 mL of ethyl alcohol at 27°C. The reaction mass
capillaries. Proton NMR spectra and Proton decoupled was refluxed overnight. The chemical reaction was
Carbon NMR spectra of all the intermediates as well as maintained and observed by TLC technique. The separated
target molecules were recorded on Bruker 400MHz avance solid material was filtered followed by washing with ethyl
III instrument in DMSOd6 or CDCl3 solvents at ambient alcohol and drying under high vacuum. It was recrystallized
temperature. In this analysis of the proton and carbon using hot ethyl alcohol to give Int-3 as off white solid (4.9 g).
skeleton, Tetramethyl-silane was used as an internal Yield: 68%; PMR (400 MHz, DMSOd6): δ 1.02-1.05 (3H, d,
reference standard. Electron-spray ionization mass spectra of J = 6.8 Hz), δ 1.35-1.41 (1H, m), δ 1.85-1.88 (m, 2H), δ
all the intermediates as well as target molecules were 2.28-2.34 (1H, m), δ 2.52 (3H, s), δ 2.68-2.83 (2H, m), δ
recorded on mass spectrometer GCMSQP2010. The reagents 3.02-3.08 (1H, m), δ 5.81 (2H, s). Mass: 249 m/z. Elemental
used were chemically pure having analytical grade. All the analysis for Int-3 having MF C12H15N3OS Calculated: % C,
chemicals were used without purification. They were 57.82; % H, 6.05; % N, 16.86; Found: % C, 57.8; % H,
purchased from commercial source. The progress of all the 6.1; % N, 16.82.
chemical reactions were controlled by Thin-Layer
Chromatography using Kieselgel. They were visualized with  3-((2-bromobenzylidene)amino)-2,7-dimethyl-5,6,7,8-
UV light cabinet at 254 nm wavelength. For purification of tetrahydrobenzo[4,5]thieno[2,3-d]pyrimidin-4(3H)-one
the compounds, silica gel containing glass column was 2-bromobenzaldehyde (0.3 g, 1.62 mmol) and Int-3
applied. (0.41 g, 1.62 mmol) were taken in 6 mL of methyl at 27°C
followed by the addition of 1 mL of ethanoic acid. The
B. Synthesis reaction mass was allowed to stir for 3-5 h. The chemical
reaction was maintained and observed by TLC technique.
 Ethyl 2-amino-6-methyl-4,5,6,7-tetrahydrobenzo [b] The separated solid material was filtered and washed with
thiophene-3-carboxylate (Intermediate-1) methyl alcohol. It was recrystallized from ethyl ethanoate to
Sulfur (6.2 g, 0.18 mol) and 1,4-oxazinane (16.9 g, 0.18 give 4a as white solid (0.36 g). Yield: 54%; M.p 160-164°C.
mol) were stirred at 28°C. To it, ethyl-cyanoacetate (21 g, PMR (400 MHz, CDCl3): δ 1.09-1.12 (3H, d, J = 6.8 Hz), δ
0.18 mol) and 4-methyl-cyclohexanone (21 g, 0.18 mol) 1.42-1.48 (1H, m), δ 1.94-1.98 (2H, m), δ 2.36-2.41 (1H, m),
were added to it. The reaction mixture was irradiated to δ 2.62 (3H, s), δ 2.82-2.88 (2H, m), δ 3.16-3.2 (1H, m), δ
ultrasound radiations in sonicator for 45-60 min. The 7.32-7.37 (1H, t, J = 8.0 Hz), δ 7.65-7.68 (1H, m), δ 7.72-
chemical reaction was maintained and observed by TLC 7.78 (1H, d, J = 8.0 Hz), δ 8.06-8.08 (1H, t, J = 2.0 Hz), δ
technique. It was recrystallised from hot ethanol solvent to 8.98 (1H, s). 13C-NMR (400 MHz, CDCl3): 21.47, 22.66,
afford Int-1 as a white solid (31 g). Yield: 66%; PMR (400 25.31, 29.25, 30.51, 33.26, 121.09, 123.13, 127.82, 130.43,
MHz, DMSOd6): δ 0.96-0.98 (3H, d, J = 6.4 Hz), δ 1.24- 131.09, 131.54, 132.90, 134.73, 135.25, 153.14, 155.55,
1.28 (3H, t, J = 7.2 Hz), δ 1.27-1.30 (1H, m), δ 1.72-1.76 160.81, 164.94. Mass: 415 & 417 m/z. Elemental analysis
(2H, m), δ 2.02-2.08 (1H, m), δ 2.46-2.51 (2H, m), δ 2.72- for compound 4a having MF C19H18BrN3OS. Calculated: %
2.78 (1H, m), δ 4.12-4.16 (2H, q, J = 5.4 & 12.6 Hz), 7.22 C, 54.82; % H, 4.37; % N, 10.07; Found: % C, 54.84; % H,
(2H, s). Elemental analysis for Int-I having MF C12H17NO2S 4.31; % N, 10.01.
Calculated: % C, 60.23; % H, 7.15; % N, 5.84; Found: % C,
60.19; % H, 7.12; % N, 5.88  2,7-dimethyl-3-((2-methylbenzylidene)amino)-5,6,7,8-
tetrahydrobenzo[4,5]thieno[2,3-d]pyrimidin-4(3H)-one
 Ethyl 2-acetamido-6-methyl-4,5,6,7-tetrahydrobenzo [b]
Yield: 57 %; M.p 188-200°C. Elemental analysis for the
thiophene-3-carboxylate (Int-2)
compound-4b having MF C20H21N3OS Calculated: % C,
Int-1 (11 g, 0.05 mol) was added to 55 mL of ethanoic
68.36; % H, 6.03; % N, 11.94; Found: % C, 68.32; % H,
anhydride at 25°C. The reaction mass was refluxed for 4.0 h.
6.06; % N, 11.86.
The chemical reaction was maintained and observed by TLC
technique. The reaction mass was poured in to water  3-((2-methoxybenzylidene)amino)-2,7-dimethyl-
containing crushed ice. The separated solid material was 5,6,7,8-tetrahydrobenzo[4,5]thieno[2,3-d]pyrimidin-
filtered followed by washing with cold water and drying in 4(3H)-one
high vacuum to yield Int-2 as a light yellow solid (9 g). Yield: 57%; M.p 182-186°C. PMR (400 MHz, CDCl3):
Yield: 70%; PMR (400 MHz, DMSOd6): δ 1.02-1.04 (3H, d, δ 1.1-1.12 (3H, d, J = 6.4 Hz), δ 1.43-1.45 (1H, m), δ 1.94-
J = 6.4 Hz), δ 1.3-1.33 (3H, t, J = 7.0 Hz), 1.31-1.34 (1H, m), 1.98 (2H, m), δ 2.37-2.42 (1H, m), δ 2.6 (3H, s), δ 2.82-
δ 1.8-1.82 (2H, m), δ 2.12-2.18 (1H, m), δ 2.21 (3H, s), δ 2.87 (2H, m), δ 3.18-3.22 (1H, m), δ 3.9 (3H, s), δ 7.12-7.14
2.55-2.62 (2H, m), δ 2.64-2.87 (1H, m), δ 4.25-4.31 (2H, q, (1H, m), δ 7.36-7.42 (2H, m), δ 7.45 (brs, 1H), δ 8.89 (1H,
J = 6.8 & 14.0 Hz), δ 10.96 (1H, s). Elemental analysis for s). 13C-NMR (400 MHz, CDCl3): δ 21.5, 22.58, 25.32, 29.28,
Int-2 having MF C14H19NO3S Calculated: % C, 59.77; % H, 30.55, 33.27, 55.44, 122.29, 119.16, 121.14, 122.35, 129.94,
6.8; % N, 4.99; Found: % C, 59.7; % H, 6.77; % N, 5.01. 131.52, 132.72, 133.90, 153.08, 155.54, 159.92, 160.86,
167.24 Elemental analysis for compound 4c having MF
C20H21N3O2S Calculated: % C, 65.38; % H, 5.77; % N,
11.42; Found: % C, 65.31; % H, 5.76; % N, 11.41.

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Volume 8, Issue 6, June 2023 International Journal of Innovative Science and Research Technology
ISSN No:-2456-2165
 3-((2,4-dimethoxybenzylidene)amino)-2,7-dimethyl-  3-((4-ethoxy-3-hydroxybenzylidene)amino)-2,7-
5,6,7,8-tetrahydrobenzo[4,5]thieno[2,3-d]pyrimidin- dimethyl-5,6,7,8-tetrahydrobenzo[4,5]thieno[2,3-d]
4(3H)-one pyrimidin-4(3H)-one
Yield: 55%; M.p 162-164°C. PMR (400 MHz, CDCl3): Yield: 54.5%; M.p 193-196°C. PMR (400 MHz,
δ 1.09-1.11 (3H, d, J = 6.8 Hz), δ 1.36-1.46 (1H, m), δ 1.92- CDCl3): δ 1.08-1.10 (3H, d, J = 6.8 Hz), δ 1.43-1.45 (1H, m),
1.99 (2H, m), δ 2.35-2.43 (1H, m), δ 2.58 (3H, s), δ 2.8-2.9 δ 1.45-1.52 (3H, t, J = 7.0 Hz), δ 1.91-1.99 (2H, m), δ 2.04-
(2H, m); 3.21-3.24 (1H, m), δ 3.84 (3H, s), δ 3.85 (3H, s), δ 2.42 (1H, m), δ 2.5 (3H, s), δ 2.82-2.9 (2H, m), δ 3.18-3.22
6.88-6.91 (1H, t, J = 8.8 Hz), δ 7.05-7.10 (1H, dd, J = 3.2 & (1H, m), δ 4.18-4.22 (2H, q, J = 7.0 & 13.8 Hz), δ 6.32 (brs,
9.2 Hz), δ 7.67-7.7 (1H, d, J = 3.2 Hz), δ 9.16 (1H, s). 13C- 1H), δ 6.96-7.00 (1H, d, J = 8.4 Hz), δ 7.25-7.29 (1H, m), δ
NMR (400 MHz, CDCl3): δ 21.50, 22.50, 25.33, 29.29, 7.5-7.54 (1H, d, J = 1.6 Hz); δ 8.64 (1H, s). 13C-NMR (400
30.58, 33.3, 55.88, 56.13, 76.73, 77.04, 77.38, 110.34, MHz, CDCl3): 14.77, 21.51, 22.48, 25.31, 29.28, 30.55,
112.68, 121.12, 121.2, 131.52, 132.42, 152.9, 153.56, 33.28, 64.72, 109.62, 114.49, 121.1, 124.74, 125.42, 131.44,
154.32, 155.38, 160.85, 164.51. Mass: 397 m/z. Elemental 132.57, 146.34, 150.24, 152.87, 155.57, 160.86, 168.05.
analysis for compound-4d having MF C21H23N3O3S. Mass: 397 m/z. Elemental analysis for compound-4h having
Calculated: % C, 63.46; % H, 5.84; % N, 10.55; Found: % C, MF C21H23N3O3S. Calculated: % C, 63.46; % H, 5.84; % N,
63.4; % H, 5.79; % N, 10.57 10.59; Found: % C, 63.38; % H, 5.79; % N, 10.53.

 3-((2,3-dimethoxybenzylidene)amino)-2,7-dimethyl-  3-((4-chlorobenzylidene)amino)-2,7-dimethyl-5,6,7,8-
5,6,7,8-tetrahydrobenzo[4,5]thieno[2,3-d]pyrimidin- tetrahydrobenzo[4,5]thieno[2,3-d]pyrimidin-4(3H)-one
4(3H)-one Yield: 48 %; M.p 204-206°C. PMR (400 MHz, CDCl3): δ
Yield: 48%; M.p 156-158°C. PMR (400 MHz, CDCl3): 1.08-1.1 (3H, d, J = 6.4 Hz), δ 1.44-1.49 (1H, m), δ 1.93-
δ 1.08-1.11 (3H, d, J = 6.4 Hz), δ 1.42-1.46 (1H, m), δ 1.93- 1.95 (2H, m), δ 2.35-2.42 (1H, m), δ 2.54 (3H, s), δ 2.81-
1.98 (2H, m), δ 2.36-2.42 (1H, m), δ 2.6 (3H, s), δ 2.83-2.89 2.88 (2H, m), δ 3.22-3.24 (1H, m), δ 6.96-6.99 (1H, m), δ
(2H, m), δ 3.2-3.23 (1H, m), δ 3.97 (6H, s), δ 6.91-6.96 (1H, 7.28-7.33 (1H, m), δ 7.3 (brs, 1H), δ 7.46 (brs, 1H), δ 8.63
d, J = 8.0 Hz), δ 7.32-7.34 (1H, dd, J = 1.8 & 8.2 Hz), 7.55 (1H, s). 13C-NMR (400 MHz, CDCl3): δ 21.48, 22.42, 25.30,
(1H, d, J = 2.0 Hz), δ 8.66 (1H, s). Mass: 397 m/z. 29.23, 30.49, 33.29, 114.73, 120.56, 121.05, 121.82, 129.96,
Elemental analysis for compound-4e having MF 131.37, 133.22, 152.68, 155.68, 156.81, 161.32, 169.03.
C21H23N3O3S Calculated: % C, 63.46; % H, 5.84; % N, Mass: 353 m/z. Elemental analysis for compound-4i having
10.55; Found: C, 63.41; % H, 5.81; % N, 10.56. MF C19H19N3O2S Calculated: % C, 64.56; % H, 5.41; % N,
11.91; Found: % C, 64.55; % H, 5.41; % N, 11.86
 3-((2,5-dichlorobenzylidene)amino)-2,7-dimethyl-
5,6,7,8-tetrahydrobenzo[4,5]thieno[2,3-d]pyrimidin-  3-((4-hydroxybenzylidene)amino)-2,7-dimethyl-5,6,7,8-
4(3H)-one tetrahydrobenzo[4,5]thieno[2,3-d]pyrimidin-4(3H)-one
Yield: 50 %; M.p 194-196°C. PMR (400 MHz, CDCl3): Yield: 45 %; M.p 154-156°C. PMR (400 MHz, CDCl3): δ
δ 1.08-1.12 (3H, d, J = 6.8 Hz) δ 1.41-1.46 (1H, m), δ 1.91- 1.08-1.12 (3H, d, J = 6.8 Hz), δ 1.41-1.5 (1H, m), δ 1.92-
1.98 (2H, m) δ 2.36-2.41 (1H, m), δ 2.62 (3H, s), δ 2.82- 1.97 (2H, m), δ 2.35-2.43 (1H, m), δ 2.6 (3H, s), δ 2.82-2.87
2.91 (2H, m), δ 3.21-3.23 (1H, m), δ 7.35-7.38 (1H, δ , J = (2H, m), δ 3.16-3.21 (1H, m), δ 6.98-7.03 (1H, t, J = 7.6 Hz),
2.0 & 8.6 Hz), δ 7.46-7.51 (1H, d, J = 11.2 Hz), δ 8.15-8.17 δ 7.05-7.08 (1H, d, J = 8.4 Hz), δ 7.36-7.39 (1H, d, J = 8.0
(1H, d, J = 8.4 Hz), δ 9.4 (1H, s). Mass: 405 m/z. Elemental Hz), δ 7.45-7.48 (1H, t, J = 7.61 Hz), δ 8.91 (1H, s), δ 10.1
analysis for compound-4f having MF C19H17Cl2N3OS (1H, s). 13C-NMR (400 MHz, CDCl3): δ 21.4, 22.7, 25.25,
Calculated: % C, 56.15; % H, 4.21; % N, 10.36; Found: % C, 29.24, 30.47, 33.26, 116.22, 117.52, 119.92, 120.97, 131.52,
56.13; % H, 4.20; % N, 10.32. 133.29, 133.55, 134.65, 151.76, 155.15, 160.17, 160.87,
171.38. Mass: 353 m/z. Elemental analysis for compound-4j
 3-((3,4-dichlorobenzylidene)amino)-2,7-dimethyl having MF C19H19N3O2S Calculated: % C, 64.58; % H,
5,6,7,8-tetrahydrobenzo[4,5]thieno[2,3-d]pyrimidin- 5.43; % N, 11.87; Found: % C, 64.55; % H, 5.47; % N, 11.8.
4(3H)-one
Yield: 53%; M.p 196-201°C. PMR (400 MHz, CDCl3): ACKNOWLEDGMENT
δ 1.07-1.12 (3H, d, J = 6.8 Hz), δ 1.43-1.45 (1H, m), 1.92-
1.98 (2H, m), δ 2.34-2.41 (1H, m), δ 2.58 (3H, s), δ 2.83- Authors of this research article are heartly thankful to
2.89 (2H, m), δ 3.2-3.25 (1H, m), δ 7.33-7.39 (1H, δ , J = 2.0 Chemistry Department, Government Science College
& 8.6 Hz), δ 7.45-7.52 (1H, d, J = 11.2 Hz), δ 8.12-8.17 (1H, Veraval, Bhakta Kavi Narsinh Mehta University, Junagadh.
d, J = 8.4 Hz), δ 9.37 (1H, s). Mass: 405 m/z. Elemental Antimicrobial and Antifungal activities were done at
analysis for compound-4g having MF C19H17Cl2N3OS Microcare Laboratory (RNTCP Accredited Lab), Surat.
Calculated: % C, 56.15; % H, 4.21; % N, 10.36; Found: % C,
56.13; % H, 4.2; % N, 10.28.

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Volume 8, Issue 6, June 2023 International Journal of Innovative Science and Research Technology
ISSN No:-2456-2165
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Chemistry (Bentham Science), 2020, 17, 294-302.
(DOI: 10.2174/1570178616666190705152116).
[9.] Synthesis and Anti Lung Cancer Activity of 3-
Arylspiro[oxirane-2,3'- thiochroman]-4'- one
Derivatives; Dhananjay Pandya and Yogesh
Naliapara, Letters in Organic Chemistry (Bentham
Science), 2019, 16, 517-524. (DOI:
10.2174/1570178616666181130163914).
[10.] Microwave-Assisted C-N Coupling For The
Synthesis of 2-(2H-1,2,3-triazol-2- yl)benzoic acid
Scaffold And Novel N-Phenyl-2-(2H-1,2,3-triazol-2-
yl)benzamide Derivatives; Dhananjay Pandya and
Yogesh Naliapara, Asian Journal of Organic and
Medicinal Chemistry, 2019, 4 (3). (DOI:
10.14233/ajomc.2019.AJOMC-P211).
[11.] Synthesis and Anti-microbial activity of Novel 3-
(Benzylideneamino)-2,7-dimethyl 5,6,7,8-
tetrahydrobenzo[4,5]thieno[2,3-d]pyrimidin-4(3H)-
ones; Dhananjay Pandya and Yogesh Naliapara,
International Journal of Advance and Innovative
Research, 2018, 5(4- I), 60-67.
[12.] Synthesis and Measurement of Physical and
Acoustical Parameters of Poly(Ethyleneglycol-600
Maleate) Resin; Dhananjay Pandya and P. H.
Parsania, World Scientific News, 2019, 117, 82-101.
[13.] Synthesis and Measurement of Physical and
Acoustical Parameters of Poly(Ethyleneglycol-400
Maleate) Resin; Dhananjay Pandya and P. H.
Parsania, World Scientific News, 2019, 118, 144-163.
[14.] Synthesis and Biological Evaluation of Indole
Derivatives; Dhananjay Pandya, Mamta Chauhan and
Nilesh Solanki, International Journal of Innovative
Science and Research Technology (IJISRT), 2022,
7(6), 1403-1407 (DOI: 10.5281/zenodo.6865058).

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