Molecules p. 9046 - 9056 (2010)
Update date:2022-09-26
Topics:
Chen, Zhuo
Xu, Weiming
Liu, Keming
Yang, Song
Fan, Huitao
Bhadury, Pinaki S.
Hu, De-Yu
Zhang, Yuping
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.
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Doi:10.1002/anie.201003775
(2010)Doi:10.1016/j.bmcl.2010.01.144
(2010)Doi:10.1039/b922827f
(2010)Doi:10.1016/j.bmcl.2010.01.065
(2010)Doi:10.1021/jo100320j
(2010)Doi:10.1021/ic100320u
(2010)