1. Synthesis and Antiviral Activity of 5-(4-Chlorophenyl)-1,3,4-Thiadiazole Sulfonamides.
- Author
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Zhuo Chen, Weiming Xu, Keming Liu, Song Yang, Huitao Fan, Bhadury, Pinaki S., De-Yu Hu, and Yuping Zhang
- Subjects
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ANTIVIRAL agents , *SULFONAMIDES , *ESTERIFICATION , *NUCLEAR magnetic resonance , *INFRARED imaging - Abstract
Starting from 4-chlorobenzoic acid, 10 new 5-(4-chlorophenyl)-N-substituted-N- 1,3,4-thiadiazole-2-sulfonamide derivatives were synthesized in six-steps. Esterification of 4-chlorobenzoic acid with methanol and subsequent hydrazination, salt formation and cyclization afforded 5-(4-chlorophen-yl)-1,3,4-thiadiazole-2-thiol (5). Conversion of this intermediate into sulfonyl chloride 6, followed by nucleophilic attack of the amines gave the title sulfonamides 7a-7j whose structures were confirmed by NMR, IR and elemental analysis. The bioassay tests showed that compounds 7b and 7i possessed certain antitobacco mosaic virus activity. [ABSTRACT FROM AUTHOR]
- Published
- 2010
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