Method for producing amines from hydroxamic acids

Details Method for producing amines from hydroxamic acids Method for producing amines from hydroxamic acids

2006-07-05

2008-12-23

Barts, Samuel A (Department: 1621)

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

Organic compounds

Amino nitrogen containing

C560S024000

Reexamination Certificate

active

07468460

ABSTRACT:
A method for producing unprotected or carbamate-protected amines of formulae (II) and (III) or R1—NH2(II) or R1—NHCO2R2(III) by reacting hydroxamic acids of formula (I) (R1CONHOH) with a) alkylpliosphonic acid anhydrite's, b) alcohol R2OH and c) optionally with a base, at a temperature ranging from 100 to +120°C., wherein the hydroxainic acid (I) is produced prior to or during reacting (in situ) and R1is an optionally substituted linear or branched C1-C12alkyl radical, substituted C3-C10cycloalkyl, alkenyl, aryl or heteroaryl radical and R2is an open-chain, cyclic or branched allyl, aryl or C1to C12-alkyl radicals, or aryloxy, allyloxy or alkoxy radical possibly substituted with open-chain, cyclic or branched C1to C12-alkyl radicals.

REFERENCES:
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T. Isobe et al. “2-Chloro-1,3-dimethylimidazolinium Chloride. 3. Utility for Chlorination, Oxidation Reduction, and Rearrangement Reactions”, J.Org.Chem., vol. 64, No. 16, pp. 5832-5835, 1999.
H. R. Snyder et al. “Polyphosphoric acid as a reagent in organic chemistry. IV. Conversion of aromatic acids and their derivatives to amines”, J. of Am. Chem. Soc., vol. 75, No. 8, 1953, pp. 2014-2015.

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