1960 年 80 巻 1 号 p. 106-108
5-Halofurfurylideneamines (I to IV) were obtained as colorless crystals by the reaction of 5-halofurfural and aliphatic primary amines (diphenylmethylamine, benzylamine, and cyclohexylamine). Examination of the action of these amines to these furfurylidene compounds showed that the reaction does not take place in the case of aliphatic amines and their hydrochlorides, and aniline does not react with the compounds (I), (II), and (III). Aniline did react with (IV) by which amine exchange reaction occured to form N-(5-halofurfurylidene)-aniline. In the case of aniline hydrochloride or aniline and aniline hydrochloride, N-(5-anilinofurfurylidene)-aniline hydrochloride (A) was formed in a good yield. 5-Chlorofurfural azine (V) did not react with aniline or benzylamine. Application of hydroxylamine hydrochloride to (I) afforded 5-chlorofurfural oxime.