Synthesis of 2,4-diamino-5-benzylpyrimidines using benzyl cyanoa

Details Synthesis of 2,4-diamino-5-benzylpyrimidines using benzyl cyanoa Synthesis of 2,4-diamino-5-benzylpyrimidines using benzyl cyanoa

1978-11-24

1980-08-05

Coughlan, Jr., Paul M.

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

Organic compounds

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

C07D23948

Patent

active

042163196

ABSTRACT:
Benzyl cyanoacetals of formula: ##STR1## wherein R.sup.1, R.sup.2 and R.sup.3 are the same or different and each is a halogen or a hydrogen atom, an alkoxy group, an alkyl group, or a dialkylamino group; R.sup.4 is an alkoxycarbonyl group, or an aldehyde group; and R.sup.5 is an alkyl group; the alkyl or alkoxy groups each having from 1 to 4 carbon atoms, and their use as intermediates in the preparation of antibacterial 2,4-diamino-5-benzylpyrimidines. They are prepared from a reaction between an orthoester and an .alpha.-substituted-.beta.-benzylpropionitrile and then the resulting cyanoacetal is converted to the benzylpyrimidine by reaction with guanidine.

REFERENCES:
patent: 3341541 (1967-09-01), Hoffer
patent: 3513185 (1970-05-01), Cresswell et al.
patent: 3671564 (1972-06-01), Cresswell et al.
patent: 3772289 (1973-11-01), Roth

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