Process for halomethyl ethers of hydroxyiminomethyl...

C - Chemistry – Metallurgy – 07 – D

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C07D 213/81 (2006.01) C07D 213/53 (2006.01)

Patent

CA 2553578

A halide salt of a 1-(hydroxyiminomethyl-1-pyridino)-3-(halomethyl)-2- oxapropane is prepared by adding a pyridinealdoxime to a bis-halomethylether in such a manner that the bis-halomethylether is maintained in excess throughout the addition. This procedure produces the halide salt of a 1-(hydroxyiminomethyl-1-pyridino)-3- (halomethyl)- 2-oxapropane in high yield and purity, which facilitates its use as an intermediate in the manufacture of an asymmetrically substituted 1,3-di (1-pyridino)-2-oxapropane, a class of compounds that are generally useful antidotes to various toxic agents.

On prépare un halogénure d'un 1-(hydroxyiminométhylpyridin-1-yl)-3-(halogénométhyl)-2- oxapropane en ajoutant une pyridine-aldoxime à un éther de bis-halogénométhyle de manière telle que l'éther de bis-halogénométhyle est maintenu en excès pendant toute l'addition. Cette procédure permet de produire l'halogénure d'un 1-(hydroxyiminométhylpyridin-1-yl)-3- (halogénométhyl)-2-oxapropane avec un rendement et une pureté élevés, ce qui facilite son utilisation comme intermédiaire pour la production d'un 1,3-di(pyridin-1-yl)-2-oxapropane substitué de manière asymétrique, une classe de composés qui sont généralement utiles comme antidotes de divers agents toxiques.

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