Archives of Pharmacal Research
- Volume 13 Issue 1
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- Pages.9-13
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- 1990
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- 0253-6269(pISSN)
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- 1976-3786(eISSN)
New Synthesis of 2-Substituted Imidazo[2, 1-b]thiazoles and their Antimicrobial Activities
- Mahfouz, A.Abdel Aziz (Chemistry Department, Faculty of Science, Cairo University) ;
- Elhabashy, F.M. (Chemistry Department, Faculty of Science, Cairo University)
- Published : 1990.03.01
Abstract
4, 5-Diphenyl-2-mercaptiomidazole (I) was reacted with hydraziodyl halides IIa-d togive the S-alkyl derivatives III-a-d. Cyclization of IIIa-d afforded imidazo[2, 1-b]-thiazole derivatives Vla, b and VII. Treatment of 1 with a-chloroethylacetoaccetate (IV) gave ethyl 2(4, 5-diphenyl-2-imidazolinylthio)-3-keto-butyrate (V). Compound V coupled with benzendiazonium chloride to give the corresponding phenylhydrazo compound IIId. On heating V with polyphosphoric acid, cyclization took place and 2-acetyl-5, 6-diphenyl-imidazo [2, 1-b] thiazol-3-one (VIII) was obtained. The compound VIII was condensed with aromatic aldehydes to yield the cinnamoyl derivatives 1Xa, b. The antimicrobial activities of compounds IIIa-d, V, VIa, VII were examined.
Keywords
- 4,5-Diphenyl-2-mercaptoimidazole;
- $\alpha$-chloroethylacetoacetata;
- hydrazidoyl halides;
- antimierobial activities