Acetylative cleavage of (arylsulfonyl) ureas to N-acetylarenesulfonamides and isocyanates

HT Nagasawa, WE Smith, CH Kwon…

Index: Nagasawa, Herbert T.; Smith, William E.; Kwon, Chul-Hoon; Goon, David J. W. Journal of Organic Chemistry, 1985 , vol. 50, # 24 p. 4993 - 4996

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Citation Number: 6

Abstract

the only isolable product from the acetylation of lb, 2b, or 3b. In order to obtain the acetates 4a, 4b, Sa, and 5b-albeit in poor yields-it was necessary to use THF as solvent/diluent with only a slight excess of AczO. Even under these conditions, the intrinsic formation of 7a and 7b required chromatography of the reaction mixture to effect purification of the acetates. The acylation of la could be followed by'H NMR spectrometry in CDC13 by using trifluoroacetic ...