Synthesis and biological studies of some benzopyran.
3-Chlorobenzopyrano[2,3-c]pyrazole (2) was prepared and reacted with sodium azide to give compound 3, whereas its reaction with benzoyl hydrazide, ethyl glycinate, anthranilic acid or o-phenylenediamine afforded the products 4-7, respectively. Compounds 8 and 9 were synthesized by the reaction of compound 2 with 2-mercaptobenzothiazole or piperidine. 3-Hydrazinobenzopyrano[2,3-c]pyrazole (10) was obtained and subjected to cyclization with different reagents such as CS2, benzoic acid, acetyl acetone and diethyl malonate to give compounds 11-14, respectively. Compound 10 was cyclized also with phenacyl cyanide, ylidenemalononitriles to afford the products 15-20, respectively. On the other hand, compound 10 was cyclized with 3-[bis(methylthio)methylene]pentane-2,4-dione or 1,1-dicyano 2,2-dimethylthioethylene to give the corresponding compounds 22 and 23 which in turn were reacted with some compounds containing active methylene groups to afford the corresponding compounds 24-27, respectively. The biological activities of someselected compounds were given.
Abd Allah
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OA
Department of Chemistry, Faculty of Science, South Valley University, Sohag, Egypt.
D000900:Anti-Bacterial Agents / Q000138:chemical synthesis / Q000737:chemistry / Q000494:pharmacology*; D001409:Bacillus cereus / Q000187:drug effects; D001578:Benzopyrans / Q000138:chemical synthesis / Q000737:chemistry / Q000494:pharmacology*; D004926:Escherichia coli / Q000187:drug effects; D015394:Molecular Structure; D011550:Pseudomonas aeruginosa / Q000187:drug effects; D011720:Pyrazoles / Q000138:chemical synthesis / Q000737:chemistry / Q000494:pharmacology*; D013210:Staphylococcus / Q000187:drug effects
D000900:Anti-Bacterial Agents; D001578:Benzopyrans; D011720:Pyrazoles