Process for the production of 2-halopyridine derivatives

Details Process for the production of 2-halopyridine derivatives Process for the production of 2-halopyridine derivatives

1983-01-11

1985-12-03

Brust, Joseph Paul

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

Organic compounds

Heterocyclic carbon compounds containing a hetero ring...

546298, 546318, 546321, 546326, C07D21326, C07D21355

Patent

active

045567166

ABSTRACT:
Process for the production of 2-halopyridine derivatives having the formula: ##STR1## wherein X is halogen, R is --COOH or a lower alkyl radical and n is a number between 0 and 4. The corresponding 2-pyridine carboxylic acid-N-oxide derivatives having the formula: ##STR2## are reacted in the presence of an excess of organic anhydrides, tertiary alkylamines and a halogen-producing compound having the formula CH.sub.t X.sub.m, wherein t is 1 or 2, m is 2 or 3 and X is halogen, or having the formula C.sub.2 H.sub.p X.sub.m, wherein p is 3 or 4, m is 2 or 3 and X is halogen. The reaction mixture is adjusted to a pH value of 12 to 13 and the desired product is isolated from the mixture. Compound comprising (i) a 2-pyridine carboxylic acid-N-oxide derivative, (ii) an organic anhydride, (iii) a tertiary amine and (iv) a halogen-producing compound having the formula CH.sub.n X.sub.m. The composition can be used as the starting ingredients for the above process.

REFERENCES:
patent: 3153044 (1964-10-01), Zaslowsky
patent: 3862159 (1975-01-01), Umezawa et al.
patent: 3920657 (1975-11-01), Beschke et al.
Murakami et al., Bul. Chem. Soc. Jap., 42, No. 11, (1969), pp. 3350 to 3352.
Boekelheide et al., J. Org. Chem., vol. 26, (Feb. 1961), pp. 428 to 430.
Chem. Abstr., 90, 174689e.
Chem. Abstr., 88, 141704m.

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