Patent · US Expired

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

US6812348B1 · kind B1 · utility

1Cited by
0References
3Claims
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Assignee

Inventors

Key dates

Filing dateApr 19, 2002
Grant dateNov 2, 2004
Priority date
Expiry dateApr 19, 2022

Classification

  • Technology area (CPC Y)Emerging Cross-Sectional Technologies
  • CPC primaryY02P20/55
  • WIPO fieldOrganic fine chemistry
  • WIPO sectorChemistry

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 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 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 NR2, Y means chlorine and Z means oxygen with ammoniumdithiocarbamate …

Source: USPTO / EPO open patent data. Objective bibliographic and citation counts.