Process for preparing N,O-disubstituted hydroxylamine compounds

Details Process for preparing N,O-disubstituted hydroxylamine compounds Process for preparing N,O-disubstituted hydroxylamine compounds

1993-01-27

1994-12-06

Dees, Jose G.

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

Organic compounds

Carbonate esters

558262, 562874, C07C 6996

Patent

active

053712641

ABSTRACT:
Describes a process for preparing N,O-disubstituted hydroxylamine compounds comprising reacting an aqueous solution of free hydroxylamine with an equimolar amount of a carbonyl halide-containing compound, e.g., a chloroformate such as phenyl chloroformate, in the presence of a substantially stoichiometric amount of a weak inorganic basic reagent, thereby to produce the N-substituted derivative, and thereafter further reacting an inert organic solvent solution of the N-substituted derivative with an equimolar amount of the corresponding carbonyl halide-containing compound in the presence of a substantially stoichiometric amount of weak inorganic basic reagent, thereby to produce the N,O-disubstituted derivative, e.g., N,O-bis(phenoxycarbonyl) hydroxylamine. In a preferred embodiment, the organic solvent is used also in the reaction that produces the N-substituted derivative. N,O-disubstituted hydroxylamine compounds containing less than 3 weight percent, e.g., less than 0.5 weight percent, of the hydrolysis by-product of the carbonyl halide-containing compound may be produced thereby.

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