Nippon Chemiphar Co., Ltd.

Fuji Chemical Industry Co., Ltd.

Kuniichiro Ohno

Yasuo Fujimoto

Katsumi Sakai

Hiroshi Nakajima

Yukio Onogawa

Shigehito Araki

Yoshitaka Inamoto

Masashi Yoshida

.alpha.-Cyanoamine compounds represented by the following formula or an acid addition salt thereof ##STR1## WHEREIN R.sub.1 is a halogen atom or lower alkoxy group, R.sub.2 and R.sub.3 are a hydrogen atom or lower alkoxy group, R.sub.4 is a hydrogen atom or lower alkyl group, R.sub. 5 is a hydrogen atom, --COOR.sub.6 (R.sub.6 is lower alkyl group), ##STR2## (R.sub.7 is lower alkoxy group, m is a numeral 0-3), --R.sub.8 --COOR.sub.9 (R.sub.8 is lower alkylene group, R.sub.9 is lower alkyl group), ##STR3## (R.sub.10 and R.sub.11 are a hydrogen atom or lower alkyl group, or R.sub.10 and R.sub.11 jointly form alkylene group), or ##STR4## (R.sub.1 to R.sub.4 are the same as defined above) and n is a numeral 2 or 3; but it is excluded when R.sub.5 is hydrogen atom or --COOR.sub.6 (R.sub.6 is the same as defined above) and n is a numeral 2, which are produced by reacting aromatic carbonyl compounds with piperazine or homopiperazine compounds in the presence of hydrogen cyanide or salts thereof, or which are alternatively produced by reaction N-(.alpha.-cyanobenzyl)-piperazines of N-(.alpha.-cyanobenzyl)homopiperazines or acid addition salts thereof with halogenated compounds.

.alpha.-Cyanoamine compounds and a process for producing the same

.alpha.-Cyanoamine compounds represented by the following formula or an acid addition salt thereof ##SPC1## Wherein R.sub.1 is a halogen atom or lower alkoxy group, R.sub.2 and R.sub.3 are a hydrogen atom or lower alkoxy group, R.sub.4 is a hydrogen atom or lower alkyl group, R.sub.5 is a hydrogen atom, -COOR.sub.6 (R.sub.6 is lower alkyl group), ##SPC2## (R.sub.7 is lower alkoxy group, m is a numeral 0-3), --R.sub.8 --COOR.sub.9 (R.sub.8 is lower alkylene group, R.sub.9 is lower alkyl group), ##EQU1## (R.sub.10 and R.sub.11 are a hydrogen atom or lower alkyl group, or R.sub.10 and R.sub.11 jointly form alkylene group), or ##SPC3## (R.sub.1 to R.sub.4 are the same as defined above) and n is a numeral 2 or 3; but it is excluded when R.sub.5 is hydrogen atom or --COOR.sub.6 (R.sub.6 is the same as defined above) and n is a numeral 2, which are produced by reacting aromatic carbonyl compounds with piperazine or homopiperazine compounds in the pesence of hydrogen cyanide or salts thereof, or which are alternatively produced by reaction N-(.alpha.-cyanobenzyl)-piperazines of N-(.alpha.-cyanobenzyl)homopiperazines or acid addition salts thereof with halogenated compounds.

Alpha-cyanoamine compounds and a process for producing the same

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Kuniichiro Ohno