ONE-FLASK SYNTHESES OF SOME NEW SPIROTHIAZOLOPYRANOPYRAZOLE, SPIROTHIAZOLODIHYDROPYRIDINOPYRAZOLE AND SPIROTHIAZOLOTHIOPYRANOPYRAZOLE DERIVATIVES AS ANTIMICROBIAL AGENTS

Authors
Citation
Aa. Alahmadi, ONE-FLASK SYNTHESES OF SOME NEW SPIROTHIAZOLOPYRANOPYRAZOLE, SPIROTHIAZOLODIHYDROPYRIDINOPYRAZOLE AND SPIROTHIAZOLOTHIOPYRANOPYRAZOLE DERIVATIVES AS ANTIMICROBIAL AGENTS, Phosphorus, sulfur and silicon and the related elements, 122, 1997, pp. 121-132
Citations number
29
ISSN journal
10426507
Volume
122
Year of publication
1997
Pages
121 - 132
Database
ISI
SICI code
1042-6507(1997)122:<121:OSOSNS>2.0.ZU;2-5
Abstract
1-Thia-4-benzyl-4-azaspiro[4.4]nonan-3-one (2a) and/or 1-thia-4-benzyl -4-azaspiro [4.5]decan-3-one (2b) reacted with 4-arylidene-3-methylpyr azolin-5-ones (1a-f) in a mixture of ethanol/pyridine at reflux temper ature to give spirothiazolopyranopyrazoles (3a-1) in one flask. The fu sion of compounds 1a-f with 2a and/or 2b in the presence of ammonium a cetate afforded spirothiazolodihydropyridinopyrazole derivatives (4a-1 ) in good yields. Also the reaction of compounds 1a-f with 2a and/or 2 b with phosphorus pentasulfide in pyridine at reflux temperature yield ed the spirothiazolothiopyranopyrazoles (5a-1). All the synthesized sp iroheterocyclic derivatives were identified by conventional methods (I R, H-1-NMR) and elemental analyses. All the prepared compounds were te sted for their antimicrobial activities in comparison with tetracyclin e as a reference compound.