1,3-Dichloroacetone → HCID 69291036, compound

HRID 2113881Notes

Reaction equation

HRID 2113881 reaction equation
[F:1][C:2]([F:16])([F:15])[O:3][C:4]1[CH:9]=[CH:8][C:7]([CH:10]=[CH:11][C:12](=[S:14])[NH2:13])=[CH:6][CH:5]=1.[Cl:17][CH2:18][C:19]([CH2:21]Cl)=O>C(O)C>[Cl:17][CH2:18][C:19]1[N:13]=[C:12]([CH:11]=[CH:10][C:7]2[CH:6]=[CH:5][C:4]([O:3][C:2]([F:15])([F:1])[F:16])=[CH:9][CH:8]=2)[S:14][CH:21]=1

Participants

4

Reactant 2

HCID 107931,3-DichloroacetoneHCID 86072083HCID 86072083, compound

Product 1

HCID 69291036HCID 69291036, compoundYield 15.5%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

12.7 g (48.3 mmol) 3-(4-Trifluoromethoxy-phenyl)-acrylthioamide, 18.4 g (145 mmol) 1,3-dichloroacetone and 120 ml ethanol were refluxed for 4 h. After evaporation the residue was purified by chromatography on silica gel (ethyl acetate/isohexane 1:10) to yield 2.40 g 4-chloromethyl-2-[2-(4-trifluoromethoxy-phenyl)-vinyl]-thiazole as yellow solid.

Workup

  1. customAfter evaporation the residue
  2. customwas purified by chromatography on silica gel (ethyl acetate/isohexane 1:10)

Sources & evidence

ORD record
ord-566a3080ee7844c7a38928df975b6263
Source dataset
uspto-grants-2008_10
Patent number
US07432291B2

Reaction notes

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