Method of preparing N-methylphosphonic acid diesters of acrylic and methacrylic acid amines from methylol

US4774349A · kind A · utility

Assignee

• Rohm GmbH Chemische Fabrik · DE

Inventors

• Klaus Langerbeins · Langen, DE
• Werner Ude · Darmstadt, DE

Key dates

• Filing date: Oct 14, 1986
• Grant date: Sep 27, 1988
• Expiry date: Oct 14, 2006

Classification

• Technology area (CPC C): Chemistry; Metallurgy
• CPC primary: C07F9/4006
• WIPO field: Organic fine chemistry
• WIPO sector: Chemistry

Abstract

A process for the preparation of (meth)acrylamidomethylphosphonic acid diesters of formula I: EQU H.sub.2 C.dbd.C(R.sub.1)--CO--N(R.sub.2)--CH.sub.2 --P(O)(OR.sub.3)(OR.sub.4) (I) is disclosed. In the above formula, R.sub.1 is a hydrogen atom or methyl group. R.sub.2 is a hydrogen atom, a C.sub.1 -C.sub.4 alkyl group (which can be substituted) or a C.sub.3 -C.sub.4 alkenyl group. R.sub.3 and R.sub.4 are each independently a phenyl group, or an alkyl group (which can be substituted) having 1-4 C atoms. Or R.sub.3 and R.sub.4 together form an alkylene group which forms a 5- or 7-membered ring with the oxygen atoms and the phosphorus atoms. The process is based on reacting a N-methylol derivative of (meth)acrylamide with a phosphorous acid triester, in which a N-methylol ether of a (meth)acrylamide is used. The reaction can be advantageously catalyzed by Lewis acids.