38228-97-6Relevant articles and documents
Nucleophilic reactions of N-hydroxy-,methoxy-,2,3-epoxypropoxy-phthalimides
Ranadive, V. B.,Khadilkar, B. M.,Samant, S. D.
, p. 1175 - 1177 (2007/10/02)
Reaction of N-hydroxyphthalimide (4) with equivalent amounts of aliphatic and aromatic primary amines gives the N-substituted phthalimides (7), while with excess of these amines if gives the diamides (8) of phthalic acid.The reaction of 4 with t-butyl amine gives only the butyl monoamide (9a) of phthaloylhydroxamic acid.N-Methoxyphthalimide (5) reacts in the same manner.Compound 4 does not condense with epichlorohydrin, but condense with epibromohydrin to give N-(2,3-epoxypropoxy)phthalimide (6) which on reaction with equivalent amounts of aliphatic primary amines gives the N-substituted phthalimides (7) and with excess of the amines it gives the diamides (8) of phthalic acid.The reaction of 6 with aromatic primary amines gives only the N-arylphthalimides.Secondary amines do not react with 6.