Process for the preparation of 6-alkyl-4-(pyridin-3-yl-methylene

Details Process for the preparation of 6-alkyl-4-(pyridin-3-yl-methylene Process for the preparation of 6-alkyl-4-(pyridin-3-yl-methylene

1994-02-09

1997-02-25

Ford, John M.

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

Organic compounds

Four or more ring nitrogens in the bicyclo ring system

C07D25306

Patent

active

056060572

ABSTRACT:
A process for the preparation of 6-alkyl-4-(pyridin-3-yl-methyleneamino)-4,5-dihydro-1,2,4-triazin-3(2H)-on e by the reaction of 4-amino-6-alkyl-3-oxo-2,3,4,5-tetrahydro-1,2,4-triazine with 3-cyanopyridine wherein the reaction is carried out under catalytic hydrogenation conditions in the presence of a Raney-nickel catalyst in an aqueous alcoholic medium, at a temperature between 0.degree. and 70.degree. C., at a pH of between 2 and 7, and in the presence of and a C.sub.1 -C.sub.6 -carboxylic acid or a C.sub.1 -C.sub.6 -carboxylic acid alkali metal salt or both, whereby the hydrogen pressure is between 0.1 and 10 bar.

REFERENCES:
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patent: 2945862 (1960-07-01), Mignomac et al.
patent: 3274206 (1966-09-01), Wilbert et al.
patent: 5179094 (1993-01-01), Kristiansen et al.
Plieninger et al, Chem Ber., 88, pp. 1956-1961 (1955).
Mathes et al., Chemiker-Zeitung, vol. 80, p. 475 (1956).
Mathes et al., Chemiker-Zeitung, vol. 82, p. 647 (1958).
Felder et al., Gazzetta Chimica Italiana, LXXXVI, pp. 386-391 (1956).
Derwent Abst. 92-092944/12 (corresponding to JP 4,036,250) May 30, 1990.

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