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Antimicrobial Activity of Dihydropyrimidines

The document describes the synthesis and characterization of several compounds. It analyzes their structures using NMR and IR spectroscopy. It then evaluates the antimicrobial activity of the compounds against various bacterial strains.

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0% found this document useful (0 votes)
30 views1 page

Antimicrobial Activity of Dihydropyrimidines

The document describes the synthesis and characterization of several compounds. It analyzes their structures using NMR and IR spectroscopy. It then evaluates the antimicrobial activity of the compounds against various bacterial strains.

Uploaded by

Anees Saeed
Copyright
© All Rights Reserved
We take content rights seriously. If you suspect this is your content, claim it here.
Available Formats
Download as PDF, TXT or read online on Scribd

11.00 (1H, b s, exchangeable NH).

IR (KBr) group of phenacyl moiety) and 1514 (C=N


cm-1: 3440 (NH stretching), 1706 (carbonyl stretching vibration).
group of the ester), 1648 (carbonyl group of
phenacyl moiety) and 1512 (C=N stretching Ethyl 6-methyl-4-(4-methylphenyl)-2-(4-
vibration). methoxyphenacylthio)-1,4-dihydropyrimi-
dine-5-carboxylate hydrobromide (2v)
1
Ethyl 6-methyl-4-(4-chlorophenyl)-2-(4- H-NMR (DMSO-d6) : 1.16 (3H, t,
nitrophenacylthio)-1,4-dihydropyrimidine-5- CH2CH3); 2.30 (3H, s, CH3-C6H4-); 2.50 (3H, s,
carboxylate hydrobromide (2r) CH3); 3.83 (3H, s, OCH3); 3.60-4.33 (4H, m,
1
H-NMR (DMSO-d6) : 1.00 (3H, t, SCH2, CH2CH3); 5.50 (1H, s, pyr. C4); 6.60-
CH2CH3); 2.33(3H, s, CH3); 3.66-4.66(4H, m, 8.20 (8H, m, Ar-H); 11.55 (1H, b s,
SCH2, CH2CH3); 5.40(1H, s, pyr. C4); 6.66- exchangeable NH). IR (KBr) cm-1: 3410 (NH
8.33 (8H, m, Ar-H); 11.30 (1H, b s, stretching), 1695 (carbonyl group of the ester),
exchangeable NH). IR (KBr) cm-1: 3440 (NH 1643 (carbonyl group of phenacyl moiety) and
stretching), 1707 (carbonyl group of the ester), 1499 (C=N stretching vibration).
1652 (carbonyl group of phenacyl moiety) and
1515 (C=N stretching vibration). Ethyl 6-methyl-4-(4-methylphenyl)-2-(4-
methylphenacylthio)-1,4-dihydropyrimi-
Ethy 6-methyl-4-(4-methylphenyl)-2- dine-5-carboxylate hydrobromide (2w)
1
phenacylthio-1,4-dihydropyrimidine-5- H-NMR (DMSO-d6) : 1.20 (3H, t,
carboxylate hydrobromide (2s) CH2CH3); 2.30 (6H, s, 2CH3-C6H4-); 2.50 (3H,
1
H-NMR (DMSO-d6) : 1.16 (3H, t, s, CH3); 3.90-4.40 (4H, m, SCH2, CH2CH3);
CH2CH3); 2.30 (3H, s, CH3-C6H4-); 2.50 (3H, s, 5.80 (1H, s, pyr. C4); 7.00-8.20 (8H, m, Ar-H);
CH3); 3.80-4.40 (4H, m, SCH2, CH2CH3); 5.50 11.20 (1H, b s, exchangeable NH). IR (KBr)
(1H, s, pyr. C4); 6.60-8.00 (9H, m, Ar-H); cm-1: 3390 (NH stretching), 1698 (carbonyl
12.39 (1H, b s, exchangeable NH). IR (KBr) group of the ester), 1662 (carbonyl group of
cm-1: 3405 (NH stretching), 1702 (carbonyl phenacyl moiety) and 1500 (C=N stretching
group of the ester), 1657 (carbonyl group of vibration).
phenacyl moiety) and 1519 (C=N stretching
vibration). Ethyl 6-methyl-4-(4-methylphenyl)-2-(4-
nitrophenacylthio)-1,4-dihydropyrimidine-5-
Ethyl 6-methyl-4-(4-methylphenyl)-2-(4- carboxylate hydrobromide (2x)
1
bromophenacylthio)-1,4-dihydropyrimidine- H-NMR (DMSO-d6) : 1.10 (3H, t,
5-carboxylate hydrobromide (2t) CH2CH3); 2.20 (3H, s, CH3-C6H4-); 2.43 (3H, s,
1
H-NMR (DMSO-d6) : 1.16 (3H, t, CH3); 3.80-4.30 (4H, m, SCH2, CH2CH3); 5.43
CH2CH3); 2.30 (3H, s, CH3-C6H4-); 2.50 (3H, s, (1H, s, pyr. C4); 6.50-8.00 (8H, m, Ar-H);
CH3); 3.86-4.33 (4H, m, SCH2, CH2CH3); 5.50 12.69 (1H, b s, exchangeable NH). IR (KBr)
(1H, s, pyr. C4); 6.60-8.00 (8H, m, Ar-H); cm-1: 3425 (NH stretching), 1707 (carbonyl
12.00 (1H, b s exchangeable NH). IR (KBr) cm- group of the ester), 1651 (carbonyl group of
1
: 3430 (NH stretching), 1707 (carbonyl group phenacyl moiety) and 1514 (C=N stretching
of the ester), 1647 (carbonyl group of phenacyl vibration).
moiety) and 1515 (C=N stretching vibration).

Antimicrobial screening
Ethyl 6-methyl-4-(4-methylphenyl)-2-(4-
chlorophenacylthio)-1,4-dihydropyrimidine- Antibacterial activity
5-carboxylate hydrobromide (2u) Organisms
1
H-NMR (DMSO-d6) : 1.10 (3H, t, Five bacterial species representing both
CH2CH3); 2.26 (3H, s, CH3-C6H4-); 2.46 (3H, s, Gram-positive and Gram-negative strains were
CH3); 3.60-4.33 (4H, m, SCH2, CH2CH3); 5.43 used to test the antibacterial activities of the
(1H, s, pyr. C4); 6.50-8.33 (8H, m, Ar-H); new compounds: Staphylococcus aureus
12.45 (1H, b s, N1H exchangeable NH). IR (AUMC No. B-54) and Bacillus cereus
(KBr) cm-1: 3390 (NH stretching), 1707 (AUMC NoB-5) as representatives of Gram-
(carbonyl group of the ester), 1648 (carbonyl positive strains, and Escherichia coli (AUMC

41

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