20-Jun-2013
02:45:27 IST
|
NISCAIR ONLINE PERIODICALS REPOSITORY (NOPR) >
NISCAIR PUBLICATIONS >
Research Journals >
Indian Journal of Chemistry -Section B (IJC-B) >
IJC-B Vol.51B [2012] >
IJC-B Vol.51B(11) [November 2012] >
| Title: | Synthesis and antimicrobial activity studies of certain pyrimidinyl oxadiazolo azetidinones |
| Authors: | George, Sonia
Sabitha, R
Govindhammal, V
Ravi, T K |
| Keywords: | Pyrimidinyl oxadiazoles
Azetidinones
Antibacterial activity
Antifungal activity |
| Issue Date: | Nov-2012 |
| Publisher: | NISCAIR-CSIR, India |
| Abstract: | Aryl substituted pyrimidinyl oxadiazolo
azetidinones have been synthesized from ethyl
6-methyl-2-oxo-4-phenyl-1,2,3,4-tetrahydropyrimidine-5-carboxylate 1 which on reaction with semicarbazide
hydrochloride in ethanol yields
2-[(6-methyl-2-oxo-4-phenyl-1,2,3,4-tetrahydropyrimidin-5-yl)carbonyl]hydrazinecarboxamide
2. Compound 2, on reaction
with concentrated sulphuric acid, undergo cyclization to yield
5-(5-amino-1,3,4-oxadiazol-2-yl)-6-methyl-4-phenyl-3,4-dihydropyrimidin-2(1H)-one
3. Further, compound 3, on treatment with appropriate
aldehydes, in ethanol give 6-methyl-4-phenyl-5-(5-{[(1E)-arylmethylidene]amino}-1,3,4-oxadiazol-2-yl)-3,4-dihydropyrimidin-2(1H)-ones
4a-e. Finally, the title compounds
5-[5-(3-chloro-2-oxo-4-arylazetidin-1-yl)-1,3,4-oxadiazol-2-yl]-6-methyl-4-phenyl-3,4-dihydropyrimidin-2(1H)-ones
5a-e have been obtained by
ring closure of the compounds 4a-e with
monochloroacetyl chloride in dioxane in the presence of triethylamine. The
structures of the novel compounds are assigned based on IR, 1H NMR,
mass spectral data and elemental analysis data. All the compounds have been
screened for their antimicrobial activity using bacterial and fungal strains. |
| Page(s): | 1637-1641 |
| CC License: |  CC Attribution-Noncommercial-No Derivative Works 2.5 India |
| ISSN: | 0975-0983(Online); 0376-4699(Print) |
| Source: | IJC-B Vol.51B(11) [November 2012]
|
|
