Reaction #1254836

Reaction equation

2-bromo-2-phenyl-1-(3-pyridyl)ethanone hydrobromide

thiourea

triethylamine

→

title compound

Yield 84.0%

[5-Phenyl-4-(3-pyridyl)-1,3-thiazol-2-yl]amine

Yield 84.0%

Solvents

acetonitrile

Conditions

Workup

1. 1
   OtherThe solvent was removed under reduced pressure
2. 2
   workup.ADDITIONan aqueous saturated solution of sodium hydrogen carbonate was added to the residue
3. 3
   ExtractionThe mixture was extracted with ethyl acetate
4. 4
   WashThe organic phases were washed with water
5. 5
   Otherdried
6. 6
   Concentrationconcentrated under reduced pressure

Procedure

To a mixture of 2-bromo-2-phenyl-1-(3-pyridyl)ethanone hydrobromide (2.00 g) and thiourea (432 mg) in acetonitrile (30 mL), was added triethylamine (0.80 mL) dropwise and the resulting mixture was stirred at 80° C. for 3 h. The solvent was removed under reduced pressure and an aqueous saturated solution of sodium hydrogen carbonate was added to the residue. The mixture was extracted with ethyl acetate. The organic phases were washed with water, dried and concentrated under reduced pressure to give the amorphous title compound (1.10 g, yield 84%).

Source