1,3-Dipolar cycloaddition of 3-phenylamino-5-phenylimino-1,2,4-dithiazole to 1-acyl-2-phenylacetylenes—A new route to functionalized 1,3-thiazole derivatives

3-Phenylamino-5-phenylimino-1,2,4-dithiazole reacted with 1-acyl-2-phenylacetylenes in ethanol or toluene on heating (78–80°C, 1 h) in chemo- and regioselective fashion to give previously unknown N -[5-acyl-3,4-diphenyl-1,3-thiazol-2(3 H )-ylidene]- N ′-phenylthioureas (yield 57–60%). The structure...

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Bibliographic Details
Published in:Russian journal of organic chemistry 2008-10, Vol.44 (10), p.1532-1537
Main Authors: Glotova, T. E., Dvorko, M. Yu, Albanov, A. I., Kazheva, O. N., Shilov, G. V., D’yachenko, O. A.
Format: Article
Language:English
Subjects:
Chemistry
Chemistry and Materials Science
Organic Chemistry
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Summary:3-Phenylamino-5-phenylimino-1,2,4-dithiazole reacted with 1-acyl-2-phenylacetylenes in ethanol or toluene on heating (78–80°C, 1 h) in chemo- and regioselective fashion to give previously unknown N -[5-acyl-3,4-diphenyl-1,3-thiazol-2(3 H )-ylidene]- N ′-phenylthioureas (yield 57–60%). The structure of N -[5-benzoyl-3,4-diphenyl-1,3-thiazol-2(3 H )-ylidene]- N ′-phenylthiourea was proved by X-ray analysis.
ISSN:1070-4280
1608-3393
DOI:10.1134/S1070428008100230