THE UTILITY OF BENZOYLCHROMENE AND 2-IMINOCHROMENE-3-CARBOXAMIDE DERIVATIVES FOR THE SYNTHESIS OF PYRANOCHROMENES, CHROMENOPYRANO(PYRIMIDINE)PYRIDINE, CHROMENO(PYRIDINES)QUINOLINE AND THEIR ANTIMICROBIAL EVALUATION | ||||
Al-Azhar Bulletin of Science | ||||
Article 6, Volume 23, Issue 2-A, December 2012, Page 113-131 PDF (629.69 K) | ||||
Document Type: Original Article | ||||
DOI: 10.21608/absb.2012.7206 | ||||
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Authors | ||||
HAMDY KH. THABET* 1, 2; AHMED H. HALAWA1; MOHAMED A. ELNASSAG1; AHMED A. HASSAN1, 3 | ||||
1Chemistry Department, Faculty of Science, Al-Azhar University, 11284 Nasr City, Cairo, Egypt. | ||||
2Chemistry Department, Faculty of Arts and Science, Northern Border University, Rafha, Saudi Arabia | ||||
3Chemistry Department, Faculty of Medicine, Jazan University, 82621, Jazan, Saudi Arabia. | ||||
Abstract | ||||
Some new pyrano[3,4-c]chromene derivatives (4,5,9,13,14), bispyrano[3,4-c]chromene derivative (18) were synthesized via Michael addition of different active methylene compounds to benzoylchromenes 1a,b under different reaction conditions. Chromeno[4',3':4,5]pyrano[2,3-d]pyrimidine and Chromeno[4’,3’:4,5]pyrano[2,3-b]pyridine (24,28) derivatives were obtained from the condensation of 4 with formic acid and benzylidene malononitrile respectively. Novel chromeno[3,4-c]pyridine derivatives (34,37,40,43) and chromeno[3,4-c]tetrahydroquinolinedione (47) were obtained via treatment of 2-iminochromene-3-(4-ethoxyphenyl)-carboxamide (31) with acetonitrile derivatives and cyclohexanone respectively. The structures of the titled compounds cited in this article were elucidated by spectroscopic data (IR, 1HNMR and mass spectra). The antimicrobial activities of the synthesized compounds were performed and some of them display significant results. | ||||
Keywords | ||||
Chromenes; Michael reaction; pyrano[3,4-c]chromenes, chromeno[3,4-c]pyridines, chromeno[4',3':4,5]pyrano[2,3-d]pyrimidine, chromeno [4',3':4,5] pyrano[2,3-b]pyridine, antimicrobial activity | ||||
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