Preparation of 4-methylpyrimidines

Details Preparation of 4-methylpyrimidines Preparation of 4-methylpyrimidines

1994-02-22

1995-05-09

Ford, John M.

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

Organic compounds

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

544330, 544242, C07D23926, C07D23934, C07D23938, C07D23942

Patent

active

054140862

ABSTRACT:
A process for the preparation of a 4-methylpyrimidine of the general formula I ##STR1## in which R.sup.1 denotes C.sub.1 -C.sub.20 alkyl, C.sub.3 -C.sub.8 cycloalkyl, aryl, C.sub.7 -C.sub.12 phenalkyl, C.sub.7 -C.sub.12 alkylphenyl, NH.sub.2, NHCN, OH, and SH,
in which a 1-aminovinyl methyl ketone of the general formula II ##STR2## in which R.sup.2 and R.sup.3 denote C.sub.1 -C.sub.20 alkyl, C.sub.3 -C.sub.8 cycloalkyl, aryl, C.sub.7 -C.sub.12 phenylalkyl, C.sub.7 -C.sub.12 alkylphenyl, C.sub.1 -C.sub.20 hydroxyalkyl or together denote a C.sub.2 -C.sub.7 alkylene chain optionally mono- to tetra-substituted by C.sub.1 -C.sub.4 alkyl and optionally interrupted by oxygen, nitrogen, or sulfur, is caused to react with a carboxamide or amidine or a salt thereof of the general formula III ##STR3## in which R.sup.1 has the aforementioned meanings and x stands for oxygen or NH, at temperatures ranging from 20.degree. to 200.degree. C. and pressures ranging from 0.01 to 50 bar.

REFERENCES:
Chem. Ber. 90, 942-952 (1957) Bredereck et al.
J. Heterocycl. Chem. 22, 1723-26 (1985) Lipinski et al.
Zh. Org. Khim. 6, 1347-1348 (1970) Moldavskii et al.
J. Heterocycl. Chem. 27, 295-305 (1990), P. Schenone et al.
Chem. Abstracts, vol. 73 (1970), Abst. No. 66528s.
Chem. Abstracts, vol. 84, (1976), Abst. No. 121763u.

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