Preparation of chlorinated N-methyl-imidazoles and N-methyl-imidazolines

US4216332A · kind A · utility

Assignee

• BAYER HEALTHCARE LLC · DE

Inventors

• Manfred Lenthe · Odenthal, DE
• Gerhard Dankert · Cologne, DE

Key dates

• Filing date: Dec 29, 1978
• Grant date: Aug 5, 1980
• Expiry date: Dec 29, 1998

Classification

• Technology area (CPC C): Chemistry; Metallurgy
• CPC primary: C07D233/68
• WIPO field: Organic fine chemistry
• WIPO sector: Chemistry

Abstract

In the preparation of chlorinated N-methyl-imidazoles and N-methyl-imidazolines of the formula ##STR1## in which n represents the number 0, 1, 2 or 3 and PA1 m represents the number 0 or 1, a double bond being present between the C atoms in the 4-position and 5-position when m is 0, and a single bond being present when m is 1, by chlorinating N,N-dimethylaminoacetonitrile of the formula EQU (CH.sub.3).sub.2 N--CH.sub.2 --CN or its hydrochloride, the improvement which comprises introducing aminoacetonitrile or its hydrochloride into a mixture of its chlorination products, with simultaneous addition of chlorine gas, in the absence of a solvent, at a temperature from about 70.degree. to 150.degree. C. The product can be further chlorinated at 130.degree. to 220.degree. C. to produce tetrachloro-ethylene-bis-isocyanide dichloride.