Low-temperature, aqueous conversion of 4-picoline derivative to

Details Low-temperature, aqueous conversion of 4-picoline derivative to Low-temperature, aqueous conversion of 4-picoline derivative to

1980-02-26

1982-01-12

Ford, John M.

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

Organic compounds

Heterocyclic carbon compounds containing a hetero ring...

546258, 546264, C07D21322, C07D21354

Patent

active

043106706

ABSTRACT:
The process which comprises reacting 4-picoline below about 30.degree. C. with at least three mole equivalents of an inorganic acid halide, preferably phosphorus oxychloride, per mole of 4-picoline and excess dimethylformamide, reacting in solution the unisolated resulting N-[3-dimethylamino-2-(4-pyridinyl)-2-propenylidene]-N-methylmethaniminium salt (after adding the reaction mixture to cold water, adjusting the pH to about 8.0 and filtering off the precipitated inorganic cationic salts) with excess .alpha.-cyanoacetamide and at least three mole equivalents of base, and then isolating 5-cyano-[3,4'-bipyridin]-6(1H)-one in free base form (after neutralization) or in the form of its inorganic cationic salt. Said 5-cyano-[3,4'-bipyridin]-6(1H)-one is an intermediate for preparing the cardiotonic amrinone.

REFERENCES:
patent: 4004012 (1977-01-01), Lesher et al.
patent: 4107315 (1978-08-01), Lesher et al.
patent: 4137233 (1979-01-01), Lesher et al.
Arnold, Coll. Czech. Chem. Comm., vol. 28, pp. 863 to 868 (1963).
Nantkanomirski et al, Current Abstracts of Chemistry, vol. 74, Issue 814, item 285573, (1979), (abst. of Polish J. Pharmacol. Pharmacy, vol. 30, pp. 707-712 1978).

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