Process for the preparation of organo N-hydroxyimidates

Details Process for the preparation of organo N-hydroxyimidates Process for the preparation of organo N-hydroxyimidates

1986-12-10

1988-05-10

Ford, John M.

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

Organic compounds

Imidate esters

558 6, C07C11918

Patent

active

047437014

ABSTRACT:
Organo N-hydroxyimidates are prepared by reacting an organonitrile with an organic alcohol and with a hydrogen halide, in the presence of an organic solvent (which may include an excess of the organonitrile reactant), under anhydrous conditions, to form the corresponding organoimidate hydrohalide, and then reacting said organoimidate hydrohalide with a hydroxylamine salt and ammonia gas in the presence of an organic solvent (which can be the excess organonitrile from the first step), under anhydrous conditions, to produce the corresponding organo N-hydroxyimidate.

REFERENCES:
patent: 2389681 (1943-11-01), Mikeska
patent: 4339444 (1982-07-01), D'Silva et al.
Organic Synthesis--Collective, vol. I, pp. 5-7 (1964).
A. Werner and H. Buss, Chem. Ber. 27, 2193 (1974).
J. Houben and E. Schmidt, Chem Ber. 46 3616 (1913) and Y. Tamura et al., J. Org. Chem 38, 6 1239 (1973).

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