SOME SULFONYL DERIVATIVES OF CAMPHOR, N-PHENYLSUCCINIMIDE, 2-AMINOPHENOL AND SUBSTITUTED BENZOIC ACIDS
作者:
Richard Cremlyn,
Keith Burrell,
Kenneth Fish,
Ian Hough,
Donovan Mason,
期刊:
Phosphorus and Sulfur and the Related Elements
(Taylor Available online 1982)
卷期:
Volume 12,
issue 2
页码: 197-204
ISSN:0308-664X
年代: 1982
DOI:10.1080/03086648208077447
出版商: Taylor & Francis Group
数据来源: Taylor
摘要:
Camphor-10-sulfonyl chloride (1) reacts with hydrazine to give the hydrazide (2), if the reaction is prolonged the benzothiadiazine dioxide (3) is obtained.p-Succinimidobenzenesulfonyl chloride (9) with hydrazine (1 mol.) gave the hydrazide (10), but with excess hydrazine the amide ring was opened to give the bis-hydrazide (13). Anisamide (23) was converted to the chloride (24) and the dimethylamide (25) and acetone hydrazone (26). Reaction of the hydrazide with anisaldehyde gave the 4,4′-dimethoxybenzalazine (27). 2-Acetoxyacetanilide (28) with chlorosulfonic acid afforded a mixture of 4-acetamido-3-hydroxy-and 3-acetamido-4-hydroxy-benzenesulfonyl chlorides (29,30). Chlorosulfonation of 4-acetoxyacetanilide gave the sulfonyl chloride, but with 3-acetoxyacetanilide no pure product was isolated.
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