Reactions of N-sulfinyltrifluoromethanesulfonamide with carboxylic acids

Abstract

Phenylacetic, diphenylacetic, salicylic, and cinnamic acids reacted with N-sulfinyltrifluoromethanesulfonamide (CF₃SO₂NSO) to give the corresponding N-acyltrifluoromethanesulfonamides CF₃SO₂NHCOR (R = PhCH₂, Ph₂CH, o-HOC₆H₄, PhCH=CH). The reaction of N-sulfinyl-trifluoromethanesulfonamide with 3-hydrazinobenzoic acid occurred at the hydrazino group of the latter with conservation of the carboxy group and without elimination of SO₂, and the product was 3-(2-sulfinylhydrazino)benzoic acid OSNNHC₆H₄CO₂H.