Nippon Chemiphar Co., Ltd.

Fuji Chemical Industry Co., Ltd.

Hiroshi Nakajima

Katsumi Sakai

Yasuo Fujimoto

Yukio Onogawa

Kuniichiro Ohno

Shigehito Araki

Yoshitaka Inamoto

Masashi Yoshida

Katsuki Taoka

Yasuo Yamada

Riitiro Iwaki

.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

.alpha.-Cyanobenzylpiperazines represented by the formula ##SPC1## Or an acid addition salt thereof, wherein R.sub.1 is a halogen or 1-3C lower alkoxy, R.sub.2 and R.sub.3 are each hydrogen or 1-3C lower alkoxy, R.sub.4 is 1-3C lower alkyl, and R.sub.5 is hydrogen or 1-3C lower alkyl, which are produced by reacting an aromatic carbonyl compound with hydrogen cyanide or a salt thereof and N-alkoxycarbonyl piperazine or an acid addition salt thereof.

.alpha.-Cyanobenzylpiperazines and a process for producing the same

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Hiroshi Nakajima