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Carboxylic n,N ‐diphenylcarbamic anhydrides. New acylating agents
Author(s) -
Shepard Kenneth L.,
Halczenko Wasyl
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.5570160224
Subject(s) - chemistry , acylation , pyridinium , carboxylic acid , carboxylate , organic chemistry , aqueous solution , chloride , acyl chloride , salt (chemistry) , medicinal chemistry , catalysis
Carboxylic N,N ‐diphenylcarbamic anhydrides have been isolated from the reaction of carboxylate salts with 1‐( N,N ‐dipheriylcarbamoyl)pyridinium chloride in aqueous or ethanolic solution. These anhydrides have been shown to be stable, crystalline derivatives and to be very reactive in acylation reactions. A comparison of pyrazinecarboxylic acid derivatives demonstrated these products to be more reactive than cyanomethyl esters or the so‐called Woodward's esters, acyloxyacrylamides.