Process for the preparation of 1-amino-1-methyl-3(4)-aminomethyl cyclohexane

US5900507A · kind A · utility

Assignee

• BAYER HEALTHCARE LLC · DE

Inventors

• Konrad Fischer · Odenthal, DE
• Oswald Wilmes · Recklinghausen, DE
• Dieter Arlt · Cologne, DE
• Carl Casser · Neunburg vorm Wald, DE
• Peter Maas · Puth, NL
• Pierre Louis Woestenborghs · Echt, NL
• Theo Van der Knaap · Grevenbicht, NL
• Raf Reintjens · Etten-Leur, NL

Key dates

• Filing date: Mar 11, 1998
• Grant date: May 4, 1999
• Expiry date: Mar 11, 2018

Classification

• Technology area (CPC C): Chemistry; Metallurgy
• CPC primary: C07C2601/14
• WIPO field: Organic fine chemistry
• WIPO sector: Chemistry

Abstract

The present invention relates to a process for the preparation of 1-amino-1-methyl-3(4)-aminomethyl cyclohexane (AMCA) by PA1 a) catalytically hydrogenating 1-formamido-1-methyl-3(4)-cyano cyclohexane (FMC) in a first reaction stage to form 1-formamido-1-methyl-3(4)-aminomethyl cyclohexane (FMA), 1-amino-1-methyl-3(4)-formamidomethyl cyclohexane (AMF), 1-formamido-1-methyl-3(4)-formamidomethyl cyclohexane (FMF) and/or AMCA, and PA1 b) reacting FMA, AMF and/or FMF in a second reaction stage with an alkaline compound to from AMCA and a formic acid derivative, and PA1 c) separating the reaction mixture obtained in step b) into components by fractional distillation and/or by crystallization and filtration. The present invention is also relates to carrying the hydrogenation reaction of step a) in the presence of a formulating agent to form 1-formamido-1-methyl-3(4)-formamidomethyl cyclohexane (FMF). Finally, the present invention relates to the intermediate products 1-formamido-1-methyl-3(4)-aminomethyl cyclohexane (FMA) and 1-formamido-1-methyl-3(4)-formamidomethyl cyclohexane (FMF).