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Production of substituted thazole

1996 
PROBLEM TO BE SOLVED: To obtain a 5-haloalkylated thiazole from easily available 1, 3- dichloropropene produced in a large amount as a fumigant, etc., as starting substances at a reaction temperature closed to the ordinary temperature. SOLUTION: An isocyanate compound of formula I (Hal is Cl, Br; R 1 , R 2 are each H, a 1-3C alkyl) is reacted with a chlorinating or brominating agent solution to obtain a compound having a haloalkyl group of formula II at the 5-position. The isothiocyanate compound of formula I is obtained by reacting a compound of formula III (e.g. 1,3-dichloropropene) with an alkali metal thiocyanate or ammonium thiocyanate. The chlorinating agent is preferably chlorine or sulfuryl chloride. A solvent is preferably hexane, dichloromethane, 1,2-dichloroethane, etc. The reaction is preferably carried out at -25°C to 0°C. The produced thiazole is preferably separated from the reaction mixture by an evaporation method or by a crystallization method, and the substituted thiazole is preferably obtained in the form of a salt. COPYRIGHT: (C)1997,JPO
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