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An anomalous acylation of an aminobenzenesulfonamide
Author(s) -
Friary R.
Publication year - 1978
Publication title -
journal of heterocyclic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.321
H-Index - 59
eISSN - 1943-5193
pISSN - 0022-152X
DOI - 10.1002/jhet.5570150114
Subject(s) - chemistry , acylation , chloride , benzothiadiazine , carbon atom , carbon dioxide , medicinal chemistry , organic chemistry , acyl group , group (periodic table) , ring (chemistry) , catalysis
Abstract Acylation of 2‐amino‐4‐chlorobenzenesulfonamide by 2‐acetoxyisobutyryl chloride under acidic conditions unexpectedly gave 6‐chloro‐3‐methyl‐4 H ‐1,2,4‐benzothiadiazine 1,1‐dioxide and 8‐ehloro‐2,2,3a‐trimethyl‐3a,4‐dihydrooxazolo[2,3‐ b ] [1,2,4]benzothiadiazin‐1‐one 5,5‐dioxide, the skeletons of which incorporate the carbon atom of the acetoxyl carbonyl group of the acid chloride.