Process for the production of 4-amino-2-chloro-5-cyano-6-(methyl

Details Process for the production of 4-amino-2-chloro-5-cyano-6-(methyl Process for the production of 4-amino-2-chloro-5-cyano-6-(methyl

1992-04-08

1993-06-01

Ford, John M.

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

Organic compounds

Nitrogen attached directly or indirectly to the purine ring...

C07D23947

Patent

active

052161609

ABSTRACT:
4-Amino-2-chloro-5-cyano-6-(methylthio)primidine is produced from dicyanoketene dimethyl thioacetal and cyanamide by condensation in the presence of a base and subsequent cyclization in the presence of hydrochloric acid. The dicyanoketenedimeth thioacetal is available by reaction of malononitrile, with carbon disulfide and a base and subsequent methylation with dimethyl sulfate. The reaction sequence yields the pyrimidine derivative in good yield and practically free of by-products.

REFERENCES:
Kristinsson, J. Chem., Soc. Commun., (1974), p. 350.
A. Hantzsch and M. Wolvekamp, Justus Liebigs Ann. Chem., vol. 331, (1904), pp. 265 to 297.
R. Gompper and W. Topfl, Chem. Ber., vol. 95, (1962), pp. 2861 to 2870.
H. Kristinsson, Journal of the Chemical Society, "Synthesis of 5-Cyanopyrimidines" (1974), p. 350.

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