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Synthesis of 3‐arylsulfonylmethyl‐1,2,4‐oxadiazole‐5‐carboxylic acid derivatives
Author(s) -
Santilli Arthur A.,
Morris Robert L.
Publication year - 1979
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.5570160621
Subject(s) - chemistry , oxalyl chloride , hydrazide , oxadiazole , carboxylic acid , oxime , acetamide , derivative (finance) , chloride , organic chemistry , ethyl ester , medicinal chemistry , economics , financial economics
Several new 3‐arylsulfonylmethyl‐1,2,4‐oxadiazole‐5‐carboxylic acid derivatives have been synthesized. A typical example, 3‐[(4‐chlorophenylsulfonyl)methyl]‐1,2,4‐oxadiazole‐5‐carboxylic acid ethyl ester ( 2c ), was prepared from the reaction of 2‐(4‐chlorophenylsulfonyl)acetamide oxime ( 1c ) with ethyl oxalyl chloride. The hydrazide derivative ( 3f ) showed antihypertensive activity in rats. Various structural modifications to improve activity are discussed.