• Inventors:
  • Assignees: Ugine Kuhlmann
  • Publication Date: September 06, 1974
  • Publication Number: FR-2217317-A1

Abstract

This invention relates to a method for preparing an azine of the formula R1R1 ANGLE C=N-N=C ANGLE (I) R2R2 wherein R1 and R2, which may be the same or different, represent a hydrogen atom or a straight alkyl radical of from 1 to 12 carbon atoms, a branched alkyl or cycloalkyl radical of 3 to 12 carbon atoms, or a hydrocarbon radical of from 6 to 12 carbon atoms containing a benzene, naphthalene, or pyridine aromatic ring or R1 and R2 together form a straight or branched alkylene radical of 3 to 11 carbon atoms, one of which may be replaced by an oxygen atom, all of the above being unsubstituted or substituted with chlorine, bromine, or fluorine atoms, or ethylene, nitro, hydroxy, alkoxy, carboxylic or percarboxylic acid, amide, nitrile, or carboxylic ester groups, or a mixture of an azine of formula (I) and a hydrazone of the formula R1R3 ANGLE C=N-N ANGLE (II) R2R4 wherein R1 and R2 are as defined above and R3 and R4, which may be the same or different, represent a straight alkyl radical of from 1 to 12 carbon atoms, a branched alkyl or cycloalkyl radical of 3 to 12 carbon atoms, or a hydrocarbon radical of from 6 to 12 carbon atoms containing a benzene, naphthalene, or pyridine aromatic ring or R1 and R2 together form a straight or branched alkylene radical of 3 to 11 carbon atoms, one of which may be replaced by an oxygen atom, all of the above being unsubstituted or substituted by chlorine, bromine, fluorine, or iodine atoms, or hydroxy, ether oxide, carboxylic acid, carboxylic ester, nitrile, nitro, or sulphonic acid or amide groups or one of the two radicals R3 and R4 can represent a hydrogen atom, which comprises reacting hydrogen peroxide with ammonia or with a mixture of ammonia and primary or secondary amine of the formula R3 ANGLE NH (III) R4 wherein R3 and R4 are as defined above, in the presence of a carbonyl compound of the formula R1-C-R2 (IV) PARALLEL O wherein R1 and R2 are as defined above, and a catalyst containing selenium.

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