Process for the preparation of 2-alkyl-5-hydroxypyrimidines from

Details Process for the preparation of 2-alkyl-5-hydroxypyrimidines from Process for the preparation of 2-alkyl-5-hydroxypyrimidines from

1992-07-17

1993-02-23

Ford, John M.

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

Organic compounds

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

C07D23936

Patent

active

051891662

ABSTRACT:
A process for the efficient manufacture of 2-alkyl-5-hydroxypyrimidines from relatively inexpensive raw materials is provided.
The vapor phase condensation/cyclization of 1,3-diamino-2-propanol and an alkanecarboxylic acid produces an equilibrium mixture of 2-alkyl-5-hydroxytetrahydropyrimidine and 2-alkyl-5-(aminomethyl)oxazoline. After separation from the oxazoline, the tetrahydropyrimidine can be dehydrogenated under mild neutral conditions with manganese dioxide to produce 2-alkyl-5-hydroxypyrimidines.

REFERENCES:
patent: 4880929 (1989-11-01), Teunissen et al.
A. J. Fatiadi, Synthesis, 65 (1976) and 133 (1976).
H. M. Fales, J. Amer. Chem. Soc., 77, 5118 (1955).

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