Method for producing 2-chloro-5-chloromethyl-1,3-thiazole

Details Method for producing 2-chloro-5-chloromethyl-1,3-thiazole Method for producing 2-chloro-5-chloromethyl-1,3-thiazole

C - Chemistry, Metallurgy

07

D

C07D 277/32 (2006.01)

Patent

CA 2408135

A process for the preparation of 2-chloro-5-chloromethyl-1,3-thiazole, in which allyl isothio-cyanate of formula CH2=CH-CH2-NCS is reacted at from -40°C to +30°C, in a solvent that is inert under the reaction conditions, with from 1 to 2 mol of a chlorinating agent per mol of allyl isothiocyanate; to the reaction mixture so obtained there is added, at a reaction temp-erature of from 0°C to the boiling temperature of the solvent used, from 1 to 5 mol of oxidis-ing agent per mol of allyl isothiocyanate, and then 2-chloro-5- chloromethyl-1,3-thiazole is isolated from the reaction mixture and is optionally converted by crystallisation into high--purity 2-chloro-5-chloromethyl-1,3-thiazole.

La présente invention concerne un procédé de production de 2-chloro-5-chlorométhyl-1,3-thiazole. Selon ce procédé, de l'isothiocyanate d'allyle, de formule CH2=CH-CH2-NCS, est mis en réaction avec 1 à 2 moles d'un agent de chloration par mole d'isothiocyanate d'allyle, dans un solvant qui est inerte dans les conditions de la réaction, de - 40 DEG C à + 30 DEG C, le mélange réactionnel ainsi obtenu est mis en réaction avec 1 à 5 moles d'agent d'oxydation par mole d'isothiocyanate d'allyle, à une température allant de 0 DEG C à la température d'ébullition du solvant utilisé, du 2-chloro-5-chlorométhyl-1,3-thiazole est ensuite isolé du mélange réactionnel, puis est éventuellement transformé par cristallisation en 2-chloro-5-chlorométhyl-1,3-thiazole de grande pureté.

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