Reacción #5422

Ecuación de reacción

2-imino-3-(3-trifluoromethylphenyl)thiazolidine

n-butyl chlorocarbonate

triethylamine

→

2-butoxycarbonylimino-3-(3-trifluoromethylphenyl)thiazolidine

Rendimiento 40.5%

Disolventes

tetrahydrofuran

Condiciones de reacción

Tratamiento posterior

1. 1
   OtroThe solvent was removed
2. 2
   Extracciónthe residue was extracted with ethyl acetate
3. 3
   Lavadowashed with water
4. 4
   Secadodried over anhydrous magnesium sulfate
5. 5
   OtroAfter removal of the solvent

Procedimiento

A solution of N-(3-trifluoromethylphenyl)thiourea (6.1 g), dibromoethane (5.7 g) and anhydrous potassium carbonate (11.5 g) in acetone (60 ml) was refluxed for 1 day. The solvent was removed by distillation therefrom, and the residue was extracted with ethyl ether, washed with water, dried over anhydrous magnesium sulfate and subjected to column chromatography to give 7.5 g of 2-imino-3-(3-trifluoromethylphenyl)thiazolidine. The thus obtained 2-imino-3-(3-trifluoromethylphenyl)thiazolidine (1.0 g), n-butyl chlorocarbonate (0.61 g) and triethylamine (1.2 g) were dissolved in tetrahydrofuran, and the resultant solution was stirred at room temperature for 5 hours. The solvent was removed, and the residue was extracted with ethyl acetate, washed with water and dried over anhydrous magnesium sulfate. After removal of the solvent, the residue was subjected to column chromatography to give 0.57 g of 2-butoxycarbonylimino-3-(3-trifluoromethylphenyl)thiazolidine.

Fuente