Method of preparing substituted malonic ester anilides and malon

Details Method of preparing substituted malonic ester anilides and malon Method of preparing substituted malonic ester anilides and malon

1992-04-07

1994-08-02

Dees, Jose G.

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

Organic compounds

Carboxylic acid esters

560 9, 560 22, 562426, 562437, 562455, 562456, 564134, 564135, 564155, 564157, C07C22940

Patent

active

053347471

ABSTRACT:
Malonic mono-ester mono-anilides and malonic acid mono-anilides and bis-anilides are produced by reaction of malonic acid di-alkyl esters with an aniline in the presence of a stoichiometric amount, based on the aniline, of an alkali alcoholate, accompanied by the initial formation of alkali salts of mono-ester mono-anilides or malonic-acid bis-anilides. Neutralization results in the formation of free malonic mono-ester mono-anilide or malonic-acid bis-anilide and saponification forms the malonic acid mono-anilide. Chloro-substituted anilides of cyclopropyl-1,1-dicarboxylic acid and their mono-esters are preferred.

REFERENCES:
patent: 4443624 (1984-04-01), Prange et al.
patent: 5123951 (1992-06-01), See et al.
Halogen Derivatives of Malonanilide, Ethyl Malonanilate and Malonanilic Acid; F. D. Chattaway et al. (J. Chem. Soc. 97, 339 1919).
Chemical Abstracts, vol. 109, No. 9, Aug. 28, 1988, Columbus, Ohio, US; Abstract No.68759d, N. Shindo et al. "Plant growth regulating properties of alkyl 2-(phenylcarbamoyl)propionates", p. 257 & Meiji Daigaku Nogakubu Kenkyu Hokoku No. 78, 2988, pp. 75-91.
Tetrahedron, (Incl. Tetrahedron Reports) vol. 44, No. 8, 1988, Oxford GB. pp. 2351-2358; F. Maran et al. "Electro-Carboxylation of 2-Bromoisobutyramides. A Useful Synthetic Way to Ester-Amides of 2,2-Dimethylmalonic Acid", p. 2357, Col. 39.
Patent Abstracts of Japan, vol. 10, No. 292 (c-376) (2348) Oct. 3, 1986 & JP-A-61 109 769.
Chemical Abstracts, vol. 87, No. 7, Aug. 15, 1977, Columbus, Ohio, US; Abstract No. 52961e, T. Mukai et al. "Phenylcarbamic acid ester", p. 438 & JP-A-77 014 745 (Yoshitomi Pharmaceutical Ind.).

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