2-Bromo-1-(4-fluorophenyl)ethan-1-one → 4-(4-Fluorophenyl)-2-methylthiazole

HRID 729999Notes

Reaction equation

HRID 729999 reaction equation
Br[CH2:2][C:3]([C:5]1[CH:10]=[CH:9][C:8]([F:11])=[CH:7][CH:6]=1)=O.[C:12]([NH2:15])(=[S:14])[CH3:13]>O1CCOCC1>[F:11][C:8]1[CH:9]=[CH:10][C:5]([C:3]2[N:15]=[C:12]([CH3:13])[S:14][CH:2]=2)=[CH:6][CH:7]=1

Participants

4

Reactant 2

HCID 967492-Bromo-1-(4-fluorophenyl)ethan-1-oneHCID 2723949Thioacetamide

Product 1

HCID 7318944-(4-Fluorophenyl)-2-methylthiazoleYield 73.1%

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent

Procedure

Reflux a solution of 2-bromo-4′-fluoroacetophenone (10 g, 46 mmol) and thioacetamide (6.9 g, 92 mmol) in 1,4-dioxane (60 mL) for 3 h. Filter the precipitate and wash with EtOAc to give the title compound (6.5 g, 73%).

Workup

  1. filtrationFilter the precipitate
  2. washwash with EtOAc

Sources & evidence

ORD record
ord-70c3659092a04efdb8c2ce74b23b9762
Source dataset
uspto-grants-2009_09
Patent number
US07582652B2

Reaction notes

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