N-(2-amino-4, 6-dichlopyrimidine-5-yl) formanide, and a process

Details N-(2-amino-4, 6-dichlopyrimidine-5-yl) formanide, and a process N-(2-amino-4, 6-dichlopyrimidine-5-yl) formanide, and a process

1997-05-12

1998-04-28

Gupta, Yogendra N.

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

Organic compounds

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

544322, 544332, C07D23948

Patent

active

057446016

ABSTRACT:
A novel pyrimidine derivative, N-(2-amino-4,6-dichloropyrimidine-5-yl)formamide for use, e.g., in the production of antiviral nucleotide derivatives, can be made by a process involving cyclyzing an aminomalonic ester with guanidine or its salt in the presence of a base to produce 2,5-diamino-4,6-dihydroxypyrimidine or its salt, chlorinating this product with a chlorinating agent in the presence of an amide to produce 4,6-dichloropyrimidine, and reacting the 4,6-dichlororpyrimidine with an aqueous solution of a carboxylic acid to produce the N-(2-amino-4,6-dichloropyrimidine-5-yl)formammide. Novel also are 4,6-dichloropyrimidine, 4,6-dichloro-N'-(dimethylamino-methylene)pyrimidine-2,5-diamine, 4,6-dichloro-N'-(piperidine-1-ylmethylene)pyrimidine-2,5-diamine, and a process for making 2,5-diamino-4,6-dichloropyrimidine.

REFERENCES:
patent: 5294710 (1994-03-01), Stucky et al.
M. Legraverend et al., "A New Route to 2,5-Diamino-4,6-dichloropyrimidine . . . ", Synthesis, vol. 7 (1990), pp. 587-589.
C. Temple, Jr. et al., "Preparation of . . . ", Journal of Organic Chemistry, vol. 40 (1975), pp. 3141-3142.
C. Temple, Jr. et al., "Preparation of . . . ", Chemical Abstracts, vol. 89 (1978), p. 591, Abstract No. 215347s.

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