Abstract
4,5-Diphenyl-2-mercaptoimidazole (I) was reacted with hydrazidoyl halides IIa−d to give the S-alkyl derivatives IIIa−d. Cyclization of IIIa−d afforded imidazo[2, 1−b]-thiazole derivatives VIa,b and VII. Treatment of I with α-chloroethylacetoacetate (IV) gave ethyl 2-(4,5-diphenyl-2-imidazolinylthio)-3-keto-butyrate (V). Compound V coupled with benzenediazonium 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 IXa,b. The antimicrobial activities of compounds IIIa−d, V, VIa, VII were examined.
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Mahfouz, Aziz, A.A. & Elhabashy, F.M. New synthesis of 2-substituted imidazo[2,1-b]thiazoles and their antimicrobial activities. Arch. Pharm. Res. 13, 9–13 (1990). https://doi.org/10.1007/BF02857826
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DOI: https://doi.org/10.1007/BF02857826