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    • 80. 发明公开
    • VERFAHREN ZUR HERSTELLUNG VON 2-CHLOR-5-CHLORMETHYL-1,3-THIAZOL
    • PROCESS FOR 2-氯-5-甲基-1,3-噻唑氯制备
    • EP1230229A1
    • 2002-08-14
    • EP00967893.9
    • 2000-10-20
    • DSM Fine Chemicals Austria Nfg GmbH & Co KG
    • HENDEL, WolframKRICH, Silvia
    • C07D277/32C07D277/40C07C331/20
    • C07C331/20C07D277/32C07D277/40Y02P20/55
    • The invention relates to a method for producing 2-chloro-5-chloromethyl-1,3-thiazol from compounds of formula (I), wherein X means Cl, -OR, -SR or NR2, R being H or a suitable protective group; Y means H or Cl and Z means Cl or O, the compounds of formula (I) having at most one double bond between C* and C' or between C' and Z, on the condition that the bond between C' and Z is a double bond when Z is the same as O and a single bond when Z is the same as Cl; with the following intermediate stage: A1) reacting 2,3-dichloropropanal with rhodanide and acetalising to 3-chloro-1,1-dialkoxy-2-isothiocyanato-propane or a2) reacting 2,3-dichloropropanal with thiourea to form a mixture of the hydrochlorides of the compounds N-[[5-(2-aminothiazol)yl]methyl] thiourea and [5-(2-aminothiazol)yl]methylthioformamidine and splitting to obtain the corresponding thiol or amine or b) reacting a compound of formula (I) wherein X means OR, SR or NR2, Y means chlorine and Z means oxygen with thiourea to produce the compound of formula (V), or c) reacting a compound of formula (I), wherein X means OR, SR or NR2, Y means chlorine and Z means oxygen with ammoniumdithiocarbamate or ammoniumthiocarbamate, to produce the compound (VIa) or (VIb); d) converting 1,2,3-trichloropropane to the corresponding thiazolidine and then dehydrogenating or e) converting 1,3-dichloro-prop-1-ene to the corresponding epoxide and then reacting said epoxide with thiourea (e1) or ammoniumdithiocarbamate or ammoniumthiocarbamate (e2).