Journal
RUSSIAN CHEMICAL BULLETIN
Volume 51, Issue 8, Pages 1549-1555Publisher
CONSULTANTS BUREAU
DOI: 10.1023/A:1020987628760
Keywords
1,2-benzoisothiazol-3-one 1-oxide; 1-R-1,2-benzoisothiazol-3-one 1-oxide; alkanethiols; thiophenol; 2,4-dinitrobenzamides; 2,4,6-trinitrobenzamides
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Nitro derivatives of 1-R-1,2-benzoisothiazol-3 one 1-oxide were synthesized by the reactions of 2-alkyl(phenyl)thio-4-nitro- and 4,6-dinitro-2-(phenylthio)benzamides with chlorine in 60916 acetic acid. Analogous reactions of 2-(n-butylthio)-4-nitro- and 2-(tert-butylthio)4-nitrobenzamides with chlorine afforded 2-butyl- and 2-H-1,2-benzoisothiazol-3-one 1-oxides, respectively. The proposed reaction mechanism includes the formation and subsequent transformations of S-alkyl-S-aryl- and SS-diarylchlorosulfonium chlorides.
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