Processes for producing 2-Halo-nicotinic acid derivatives and precursors thereto
AssigneeReilly Industries, Inc.
InventorsTony Y. Zhang, Eric F. V. Scriven
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Abstract
Disclosed are preferred processes for the preparation of 2-halo-nicotinic acid derivatives of formula (IV): ##STR1## by cyclocondensation of a 4-halo-4-cyanocarbonyl compound of formula (III): ##STR2## wherein X is Cl or Br; Y is a carbonyl group and R.sup.1, R.sup.2 and R.sup.3 are each, independently, H, Cl, Br or an organic radical. Further preferred aspects include the preparation of the above-noted 4-halo-4-cyanocarbonyl compound via Michael addition of a 2-halonitrile with an .alpha.,.beta.-unsaturated aldehyde or ketone, and the preparation of the 2-halonitrile by redistribution of halogen between a 2,2-dihalonitrile and a parent nitrile.
Claims20
A process for preparing a 2-halo-nicotinic acid derivative, comprising cyclocondensing a 4-halo-4-cyanocarbonyl compound of the formula (III) ##STR12## to form a 2-halo-nicotinic acid derivative of the formula (IV) ##STR13## wherein in the above formulas X is Cl or Br, Y is a group of the formula --CONH.sub.2, --CONHR, --CONR.sub.1 R.sub.2, or --COOR wherein R, R.sub.1 and R.sub.2 are alkyl having from 1 to about 5 carbon atoms, and R.sup.1, R.sup.2 and R.sup.3 are, independently, H, Cl, Br, or an organic radical having up to about 20 carbon atoms.
Dependencies are inferred from the claim text.