The patent badge is an abbreviated version of the USPTO patent document. The patent badge does contain a link to the full patent document.
The patent badge is an abbreviated version of the USPTO patent document. The patent badge covers the following: Patent number, Date patent was issued, Date patent was filed, Title of the patent, Applicant, Inventor, Assignee, Attorney firm, Primary examiner, Assistant examiner, CPCs, and Abstract. The patent badge does contain a link to the full patent document (in Adobe Acrobat format, aka pdf). To download or print any patent click here.
Patent No.:
Date of Patent:
Nov. 02, 2004
Filed:
Apr. 19, 2002
Wolfram Hendel, Leonding, AT;
Sylvia Krich, Altenberg, AT;
DSM Fine Chemicals Austria Nfg GmbH & Co KG, Linz, AU;
Abstract
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 NR , 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: A ) reacting 2,3-dichloropropanal with rhodanide and acetalising to 3-chloro-1,1-dialkoxy-2-isothiocyanato-propane or a ) 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 NR , Y means clorine 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 NR , 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 (e ) or ammoniumdithiocarbamate or ammoniumthiocarbamate (e ).