Method of preparing .beta.-alkoxyacrlonitriles

US4319024A · kind A · utility

Assignee

• Dynamit Nobel GmbH · DE

Inventors

• Hermann Peeters · Siegburg, DE
• Uwe Prange · Niederkassel, DE
• Wilhelm Vogt · Lichtenau, DE

Key dates

• Filing date: Mar 24, 1980
• Grant date: Mar 9, 1982
• Expiry date: Mar 24, 2000

Classification

• Technology area (CPC C): Chemistry; Metallurgy
• CPC primary: C07D295/145
• WIPO field: Organic fine chemistry
• WIPO sector: Chemistry

Abstract

A process for the preparation of a .beta.-alkoxyacrylonitrile of the formula EQU R'O--CH.dbd.CR--CN (C) where R is hydrogen or an alkyl moiety, among others, by contacting a compound of the formula EQU (1/.alpha.Me) O--CH.dbd.CR--CN (A) where Me is an alkali metal or alkaline earth metal and .alpha. is 1 or 2 respectively, an elevated temperature with a halogen compound of the formula EQU R'Hal (B) where R' is among others a straight or branched alkyl or alkenyl moiety and Hal represents chlorine, bromine, or iodine. Also disclosed is a process for preparing a 3-amino-acrylonitrile of the formula ##STR1## where R.sup.5 and R.sup.6 represent, among others, hydrogen, alkyl or alkenyl by contacting a 3-alkoxyacrylonitrile or a metal salt of 3-hydroxyacrylonitrile with ammonia and/or amine. Also disclosed is a process for the preparation of such 3-aminoacrylonitrile by contacting a 3-alkoxyacrylonitrile of the formula ##STR2## where R' has the meaning given above and R.sup.7 has the same meaning as R stated above with an amine of the formula ##STR3## wherein R.sup.5 and R.sup.6 represent among others hydrogen, alkyl or alkenyl. The application further discloses a process for preparing …