Production of N-vinyl carboxylic acid amides

Details Production of N-vinyl carboxylic acid amides Production of N-vinyl carboxylic acid amides

1984-07-16

1985-11-19

Shaver, Paul F.

Organic compounds -- part of the class 532-570 series

Organic compounds

Amino nitrogen containing

564215, C07C103133, C07C10200

Patent

active

045543771

ABSTRACT:
The invention relates to the preparation of N-.alpha.-alkoxyethyl-carboxylic acid amides from dimethyl acetal and a carboxylic acid amide such as acetamide and to the preparation of secondary N-vinyl carboxylic acid amides such as N-vinyl acetamide therefrom.
The reaction of dimethyl acetal and the carboxylic acid amide involves an equilibrium disproportionation wherein excess dimethyl acetal is used in sufficient amounts, e.g., in a molar ratio of from about 2 to 60:1 mole ratio, so as to force the equilibrium to the desired N-.alpha.-alkoxyethyl-carboxylic acid amide intermediate product. Equilibrium is reached in about 0.1 to 150 hours at a temperature about 0.degree. to 100.degree. C. The intermediate N-.alpha.-alkoxyethyl-carboxylic acid amide is pyrolyzed in accordance with a known pyrolysis reaction so as to obtain the corresponding N-vinyl acetamide.

REFERENCES:
patent: 3526620 (1970-09-01), Bestian et al.
patent: 3531471 (1970-09-01), Hartwimmer et al.
patent: 3763236 (1973-10-01), Eck et al.
patent: 3914304 (1975-10-01), Schnabel et al.
patent: 4322271 (1982-03-01), Jensen et al.
patent: 4334097 (1982-06-01), Schmidt

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