Process for producing amide by liquid phase rearrangement of oxi

Details Process for producing amide by liquid phase rearrangement of oxi Process for producing amide by liquid phase rearrangement of oxi

1992-05-19

1993-10-19

Robinson, Allen J.

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

Organic compounds

Unsubstituted hydrocarbyl chain between the ring and the -c-...

564215, 564216, 564218, C07D20104, C07D22300, C07D23900

Patent

active

052546845

ABSTRACT:
A process for producing an amide which comprises subjecting an oxime to liquid phase rearrangement in the presence of phosphorus pentoxide and at least one compound selected from the group consisting of N,N-dialkyl amides, N-alkyl cyclic amides and dialkyl sulfoxides and optionally a fluorine-containing strong said or its derivative. Said process can rearrange an oxime to a corresponding amide in a good yield under mild reaction conditions in the presence of a less stoichiometric amount of a catalyst.

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Chemistry Letters, pp. 2171-2174, 1990, Izumi: "Catalytic Bechmann Rearrangement of Oximes in Homogeneous Liquid Phase".
J. Org. Chem. vol. 36, No. 15, 1971, Kelly et al.: "The Use of Lewis Base-Sulfur Trioxide Complexes as Reagents for the Beckmann Rearrangment of Ketoximes" 2159-2161.
Patent Abstracts of Japan, vol. 4, No. 13 (C-76(713) Mar. 22, 1977 & JP-A-51 127 090 (Ube Kosan K.K.) May 11, 1976.
Journal of Organic Chemistry, vol. 38, No. 23, Nov. 16, 1973, Easton, U.S., pp. 4071-4073; Philip E. Eaton et al.: "Phosphorous pentoxide-Methanesulfonic acid. A convenient alternative to polyphosphric acid".

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