Process for the preparation of .beta.-ketocarboximides of .alpha

Details Process for the preparation of .beta.-ketocarboximides of .alpha Process for the preparation of .beta.-ketocarboximides of .alpha

1988-08-12

1991-02-12

Hollrah, Glennon H.

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

Organic compounds

Amino nitrogen containing

2604045, 556436, 564133, 564155, 564159, C07C23100

Patent

active

049925849

ABSTRACT:
A process is disclosed for the preparation of .beta.-ketocarboximides of .alpha.,.beta.-unsaturated amides from 1,3-dioxin-4-ones and .alpha.,.beta.-unsaturated amides using an inert solvent system capable of maintaining both reactants substantially in homogeneous solution throughout the reaction. This process provides greatly improved yields of .alpha.,.beta.-ketocarboximides of .alpha.,.beta.-unsaturated amides as well as a simple method of recovering same since such products can readily be precipitated from the reaction mixture.

REFERENCES:
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patent: 4743668 (1988-05-01), Fong et al.
R. J. Clemons & J. A. Hyatt, "Acetoacetylation with 2,2,6-Trimethyl-4H-1,3-Dioxin-4-One: A Convenient Alternative to Diketene", 1985, Journal of Organic Chemistry, vol. 50, pp. 2431-2435.
Chem. Abstracts, vol. 98, Abstract No. 215599, (1983).
Masayuki Sato et al., "Synthesis of N-Acylacetoacetamide Using 2,2,6-Trimethyl-1,3-Dioxin-4-One", 1982 in Chem. Pharm. Bull., vol. 30, (No. 4), pp. 1315-1321.
Yutaka Yamamoto, "1,3-Oxazines and Related Compounds. V. N-Acylacetylation of Carboxamides with the Diketene-Halotrimethylsilane System or Acyl Meldrum's Acids", 1982 in Chem. Pharm. Bull., vol. 30, (No. 10), pp. 3505-3512.
Yutaka Yamamoto et al., "A New Method for Preparation of N-Acetoacetylcarboxamides", Synthesis, 1981, pp. 122-124.

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