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Indian Journal of Chemistry -Section B (IJC-B) >
IJC-B Vol.45B [2006] >
IJC-B Vol.45B(01) [January 2006] >
| Title: | Synthesis and antimicrobial screening of 5H,7H-N-(coumarin-6-yl)-2,8-diphenyl-5,7-dioxo-4,5,6,7-tetrahydrobenzimidazo[5,6-c]furan and 5H,7H-N-(coumarin-6-yl)-2,8-diphenyl-5,7-dioxo-6-(7-methoxy-4-methylcoumarin-6-yl)-4,5,6,7-tetrahydro benzimidazo[5,6-c]pyrrole |
| Authors: | Choudhari, B P
Mulwad, V V |
| Keywords: | Aminocoumarin
Schiff bases
Wittig reaction
Diel's-Alder reaction
Antimicrobial activity |
| Issue Date: | Jan-2006 |
| Publisher: | CSIR |
| IPC Code: | Int.Cl.7 C 07 D |
| Abstract: | The Schiff bases 2a-d of 6-aminocoumarins 1a-d on reaction with
4-benzylidene-2-phenyloxazolin-5-one in DMF and catalytic amount of pyridine
afford 4-benzylidene-3-(coumarin-6-yl)-2-phenylimidazolin-5-ones 3a-d which on further Wittig reaction
yield the corresponding 4-benzylidene-3-(coumarin-6-yl)-5-methylene-2-phenylimidazolines
4a-d. Compounds 4a-d on Diel’s-Alder reaction with maleic anhydride and N-(7-methoxy-4-methylcoumarin-6-yl)maleimide
separately give 5H,7H-N-(coumarin-6-yl)-2,8-diphenyl-5,7-dioxo-4,5,6,7-tetrahydrobenzimidazo(5,6-c)furans 5a-d and 5H,7H-N-(coumarin-6-yl)-2,8-diphenyl-5,7-dioxo-6-(7-methoxy-4-methylcoumarin-6-yl)-4,5,6,7-tetrahydrobenzimidazo(5,6-c)pyrroles 6a-d respectively. The structures of the compounds have been
established on the basis of the spectral and analytical data. All the compounds
3-6a-d have been screened for their
antimicrobial activities and found to exhibit significant antibacterial and
antifungal activities. |
| Page(s): | 314-317 |
| ISSN: | 0975-0983(Online); 0376-4699(Print) |
| Source: | IJC-B Vol.45B(01) [January 2006]
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