Process for the preparation of 4-chloro-5-alkoxycarbonyl-2-metho

Details Process for the preparation of 4-chloro-5-alkoxycarbonyl-2-metho Process for the preparation of 4-chloro-5-alkoxycarbonyl-2-metho

1977-04-12

1978-11-14

Rizzo, Nicholas S.

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

Organic compounds

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

544279, 544317, 544330, 544326, 544314, C07D23924

Patent

active

041257200

ABSTRACT:
Process for the preparation of a 4-chloro-5-alkoxycarbonyl-2-methoxy-pyrimidine of the formula: ##STR1## IN WHICH R.sub.1 is a lower alkyl radical with 1 to 4 carbon atoms, which comprises the following stages:
A) condensation of a salt of O-methylisourea and an inorganic or organic acid, with an alkyl alkoxymethylenemalonate ##STR2## in an aqueous medium and in the presence of an excess of an alkali metal hydroxide, to form the corresponding salt of the 5-alkoxycarbonyl-4-hydroxy-2-methoxy-pyrimidine, and neutralization of the said salt by the addition of an inorganic or organic acid, in order to liberate this 5-alkoxycarbonyl-4-hydroxy-2-methoxy-pyrimidine, and ##STR3## B) bringing the latter compound, suspended in dimethylformamide, into contact with thionyl chloride, at room temperature, in order to form the corresponding 4-chloro-5-alkoxycarbonyl-2-methoxy-pyrimidine: ##STR4##

REFERENCES:
patent: 1766748 (1930-06-01), Hilger
patent: 2238638 (1941-03-01), Hromaika
patent: 2948725 (1960-08-01), Duschinsky et al.
patent: 3758472 (1973-09-01), Bowden
patent: 3798220 (1974-03-01), Klemm et al.
patent: 4052397 (1977-10-01), Blackwell et al.

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