Reaction #1583810

Reaction equation

2-bromo-1-(4-fluorophenyl)ethanone

thiopropanamide

water

→

2-Ethyl-4-(4-fluorophenyl)-1,3-thiazole

Solvents

ethanol

Conditions

Workup

1. 1
   Extractionextracted with ethyl acetate (3×100 ml)
2. 2
   WashThe combined organic phases are washed with 50 ml of water
3. 3
   Dryingdried over MgSO4

Procedure

A mixture of 2.40 g (11.0 mmol) of 2-bromo-1-(4-fluorophenyl)ethanone and 1.00 g (11.0 mmol) of thiopropanamide in 50 ml of ethanol is stirred under reflux for 2 h and at room temperature for 16 h. The reaction mixture is stirred into 200 ml of water and extracted with ethyl acetate (3×100 ml). The combined organic phases are washed with 50 ml of water, dried over MgSO4 and freed from the solvent under reduced pressure. This gives 2.05 g (87%) of the desired product; 1H-NMR(DMSO-d6) δ: 7.99 (m, 2H), 7.92 (s, 1H), 7.26 (m, 2H), 3.04 (q, 2H), 1.34 (t, 3H).

Source