Asmaa A. Magd El-Din, Hanaa M. F. Roaiah, Salwa A. Elsharabasy
Jan 30, 2007
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Influential Citations
7
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Journal
Phosphorus, Sulfur, and Silicon and the Related Elements
Abstract
5,5-diphenyl-2-thioxoimidazolidin-4-one ( 1 ) reacted with chloroacetic acid 2a and ethyl chloroacetate 2b in an alkaline medium to afford 2-(4,5-dihydro-5-oxo-4,4-diphenyl-1H-imidazol-2 ylthio)acetic acid ( 3a ) and ethyl 2-(4,5-dihydro-5-oxo-4,4-diphenyl-1H-imidazol-2 ylthio)acetate ( 3b ), respectively. Compounds 3a , b were converted to 5,5-diphenylimidazolidine-2,4-dione ( 4 ) by boiling in ethanolic hydrochloric acid. When compounds 3a , b were treated with polyphosphoric acid, cyclization occurred, and 6,6-diphenylimidazo[2,1-b]thiazole 3,5(2H,6H)-dione (5) was obtained. 2-(methylthio)-1H-imidazol-5(4H)-one derivatives ( a , b reacted with hydrazine hydrate to give the corresponding hydrazones 7a , b . The reaction of 6a , b with hydrazine hydrate afforded 3-amino-2-phenylimino imidazolidin-4-one derivatives 10a,b . The antimicrobial activities of compounds 1 . 3a , b , 5 , 7a , b , and 10a , b were studied.