Reaction accelerator for rearrangement of oxime to amide and pro

Organic compounds -- part of the class 532-570 series – Organic compounds – Unsubstituted hydrocarbyl chain between the ring and the -c-...

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564215, 564216, 564218, C07D20104, C07C22300, C07C23900

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052255476

ABSTRACT:
A reaction accelerator for rearrangement of an oxime to an amide consisting of an alkylating agent and an N,N-disubstituted formamide or N,N-disubstituted carboxylic acid amide represented by formula (1): ##STR1## wherein R.sup.1 and R.sup.2, which may be the same or different, represent alkyl groups having 1 to 6 carbon atoms or substituted or unsubstituted phenyl groups having 6 to 9 carbon atoms, and R.sup.3 represents a hydrogen atom or an alkyl group having 1 to 6 carbon atoms. An amide can effectively be produced by rearranging a corresponding oxime in the presence of said reaction accelerator.

REFERENCES:
patent: 3944542 (1976-03-01), de Rooij et al.
Office Action (Taiwan).
March "Advanced Organic Chemistry" (1968) pp. 820--812 (McGraw-Hill).
Chemistry Letters, vol. 12, 1990, pp. 2171-2174; Y. Izumi: "Catalytic Beckmann Rearrangement of Oximes in Homogeneous Liquid Phase".
Patent Abstracts of Japan, vol. 1, No. 13, Mar. 22, 1977, p. 713C76; & JP-A-51127090 (Ube Kosan K.K.) May 11, 1976.
Journal of Organic Chemistry, vol. 36, No. 15, 1971, pp. 2159-2161; K. Kelly et al.: "The Use of Lewis Base-Sulfur Trioxide Complexes as Reagents for the Beckmann Rearrangement of Ketoximes".
Egypt. J. Chem. 16, No. 6, pp. 551-553 (1973).

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