Preparation of largely isomerically pure .alpha.-bisoximes

Details Preparation of largely isomerically pure .alpha.-bisoximes Preparation of largely isomerically pure .alpha.-bisoximes

C - Chemistry, Metallurgy

07

C

C07C 251/34 (2006.01) C07C 249/04 (2006.01) C07C 249/12 (2006.01) C07C 249/14 (2006.01) C07C 255/64 (2006.01) C07C 319/20 (2006.01) C07C 323/47 (2006.01) C07D 231/12 (2006.01) C07D 261/08 (2006.01)

Patent

CA 2216000

Described is a method of preparing essentially pure .alpha.-bis-oxime isomers of the formula (Ia): R1O-N=CR2-CR3=N-OR4, in which the groups R1O- and R2 are in the cis configuration with respect to the N=C bond, from a mixture of the cis and trans isomers (Ia and Ib), the various groups being defined as follows: R1, R4 are hydrogen, or an organic carbon group; R2 is hydrogen, cyano, nitro, hydroxy, amino, halogen or an organic group which may be bound directly or via an oxygen, sulphur or nitrogen atom to the main chain; R3 is hydrogen, cyano, nitro, hydroxy, amino, halogen, alkyl, haloalkyl, alkoxy, haloalkoxy, alkylthio, alkylamino, dialkylamino or cycloalkyl, Said method is characterized in that the mixture is treated in an organic solvent with a Lewis acid.

L'invention a pour objet un procédé de préparation d'isomères sensiblement purs d' alpha -bis-oximes, de formule (Ia): R<1>O-N=CR<2>-CR<3>=N-OR<4>, dans laquelle les groupes R<1>O- et R<2> sur la liaison N=C sont en position cis l'un par rapport à l'autre, et les restes ont les désignations suivantes: R<1>, R<4>: hydrogène ou reste carboné organique; R<2>: hydrogène, cyano, nitro, hydroxy, amino, halogène ou un reste organique pouvant être lié au squelette carboné, directement ou par l'intermédiaire d'un atome d'oxygène, de soufre ou d'azote; R<3>:hydrogène, cyano, nitro, hydroxy, amino, halogène, alkyle, halogénoalkyle, alkoxy, halogénoalkoxy, alkylthio, alkylamino, dialkylamino ou cycloalkyle, à partir d'un mélange des isomères des alpha -bis-oximes (Ia) et (Ib), caractérisé en ce qu'on traite ce mélange dans un solvant organique avec un acide de Lewis.

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