Preparation of N-(l-alkoxyalkyl)formamide and alkylidene bisform

Details Preparation of N-(l-alkoxyalkyl)formamide and alkylidene bisform Preparation of N-(l-alkoxyalkyl)formamide and alkylidene bisform

1991-03-21

1993-01-19

Raymond, Richard L.

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

Organic compounds

Amino nitrogen containing

564133, 564139, 564201, 564205, 564215, C07C23102

Patent

active

051808510

ABSTRACT:
This invention relates to an improved process for the formation of N-(l-alkoxyalkyl)amides with coproduction of alkylidene bisamides. The N-(l-alkoxyalkyl)formamides of this invention are prepared by reacting formamide with an acetal or hemiacetal carboxylate ester represented by the formulas below in the presence of a solid acid ion exchange resin wherein the acid groups have been neutralized with an amine compound having a pKa (as the protonated amine in water) from about 4 to 9. The hemiacetal ester is represented by formula I and the acetal is represented by formula II. ##STR1## In the above formulas, R is C.sub.1 -C.sub.8 alkyl, aralkyl or aryl; R.sub.1 and R.sub.2 are C.sub.1 -C.sub.8 alkyl, or aryl; and R.sub.3 is secondary or tertiary alkyl having from 3-8 carbon atoms.

REFERENCES:
patent: 4334097 (1982-06-01), Schmidth
patent: 4554377 (1919-11-01), Stackman et al.
patent: 4567300 (1986-01-01), Murae et al.
patent: 4942259 (1990-07-01), Parris
Stackman, R. W.; Summerville, R. H., "Synthesis of N-Vinylacetamide and Preparation of Some Polymers and Copolymers" Ind. Eng. Chem. Prod. Res. Dev. 1985 24, 242-246.

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