cas 38228-97-6, N,N'-DIISOPROPYLPHTHALAMIDE

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Nucleophilic reactions of N-hydroxy-,methoxy-,2,3-epoxypropoxy-phthalimides
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.
Ranadive, V. B.,Khadilkar, B. M.,Samant, S. D.
p. 1175 - 1177
(2007/10/02)

FEATURES OF THE REACTION OF PHTHALOYL CHLORIDE WITH PRIMARY AMINES
The reaction of phthaloyl chloride with primary amines, which leads to the formation of the N,N'-substituted diamides of phthalic acid, takes place through the intermediate formation of the N-substituted isophthalimides.The reactivity of these compounds i
Ganin, E. V.,Makarov, V. F.,Rozynov, B. V.
p. 1772 - 1777
(2007/10/02)