Reduction of 5-(aryl-diazenyl)-4,6-dihalo-pyrimidine

C - Chemistry – Metallurgy – 07 – D

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C07D 239/42 (2006.01) C07D 239/46 (2006.01) C07D 239/47 (2006.01)

Patent

CA 2636619

Method of synthesizing a compound of formula (I), wherein Rl, R2 are, independently, chloro or fluoro, and wherein R3 is H, alkyl, aralkyl or is an alkylether or alkylthioether comprising the steps of firstly reducing a diazeny compound of formula (II) non-catalytically or with a catalytic amount of an homogenous organic, non-metal catalyst to the corresponding hydrazo compound of formula (III) and in a second step catalytically hydrogenating said hydrazo compound in with a heterogeneous Ni-catalyst to the compound of formula (I).

La présente invention concerne un procédé de synthèse d'un composé de formule (I), dans laquelle Rl et R2 sont chacun indépendamment un groupe chloro ou fluoro et R3 est un atome d'hydrogène, un alkyle, un aralkyle ou un alkyléther ou alkylthioéther. Le procédé de l'invention comprend les étapes consistant premièrement à réduire en composé hydrazo correspondant de formule (III) un composé diazényle de formule (II), par voie non catalytique ou en utilisant une quantité catalytique de catalyseur non métallique organique homogène, puis deuxièmement à hydrogéner par voie catalytique ledit composé hydrazo au moyen d'un catalyseur hétérogène au nickel, pour obtenir le composé de formule (I).

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