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- Title
Synthesis and Antiviral Activity of 5-(4-Chlorophenyl)-1,3,4-Thiadiazole Sulfonamides.
- Authors
Zhuo Chen; Weiming Xu; Keming Liu; Song Yang; Huitao Fan; Bhadury, Pinaki S.; De-Yu Hu; Yuping Zhang
- 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.
- Subjects
ANTIVIRAL agents; SULFONAMIDES; ESTERIFICATION; NUCLEAR magnetic resonance; INFRARED imaging
- Publication
Molecules, 2010, Vol 15, Issue 12, p9046
- ISSN
1420-3049
- Publication type
Article
- DOI
10.3390/molecules15129046