2-Benzimidazolecarbamic acid esters by the cyanamide process

Details 2-Benzimidazolecarbamic acid esters by the cyanamide process 2-Benzimidazolecarbamic acid esters by the cyanamide process

1975-01-15

1976-12-14

Trousof, Natalie

Chemistry of carbon compounds

Miscellaneous organic carbon compounds

C-metal

C07D23532

Patent

active

039975533

ABSTRACT:
A process for making 2-benzimidazolecarbamic acid, alkyl esters by reacting cyanamide or a cyanamide salt with an alkyl chloroformate in a weakly acidic to basic medium at a temperature between 0.degree. and 105.degree. C. to form an alkyl cyanocarbamate salt; then reacting the alkyl cyanocarbamate salt with an o-phenylenediamine in an acidic medium at a temperature between 40.degree. and 130.degree. C. to form the desired product and recovering it from the reaction mixture.
The 2-benzimidazolecarbamic acid, alkyl esters are useful as fungicides and also useful as intermediates in the preparation of dialkyl esters of 2-carboxyaminobenzimidazole-1-carboxylic acids.

REFERENCES:
patent: 3147274 (1964-09-01), Moyle et al.
patent: 3255202 (1966-06-01), Johnson
Derwent Pharmaceutical Documentation Specification Book No. 463 Feb. 4, 1966 19,779-19,841 pp. 239-243 (Derwent Basic No. 19830).
Hofmann Imidazole and its Derivatives Part I pp. 260-267. N.Y., Interscience, 1953.
Pierron Comptes Rendus vol. 151, pp. 1364-1366 (1910).

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