Reacción #1596941

Ecuación de reacción

N-(1-hydroxy-2-methylpropan-2-yl)-N′-phenylthiourea

NaOH

→

title compound

Rendimiento 30.2%

4,4-dimethyl-N-phenyl-4,5-dihydrothiazol-2-amine

Rendimiento 30.2%

Disolventes

HCl

Condiciones de reacción

Tratamiento posterior

1. 1
   TemperaturaAfter cooling
2. 2
   Extracciónextracted with diethyl ether
3. 3
   LavadoThe extract was washed with saturated brine
4. 4
   workup.ADDITIONanhydrous sodium sulfate was added
5. 5
   workup.DISTILLATIONThe organic phase was distilled off under reduced pressure
6. 6
   Lavadothe residue was washed three times with hexane
7. 7
   OtroThe crystals thus obtained
8. 8
   Otrowere dried under reduced pressure at room temperature
9. 9
   Otrorecrystallized from methanol twice

Procedimiento

N-(1-hydroxy-2-methylpropan-2-yl)-N′-phenylthiourea (80.1 g, 0.36 mol) was dissolved in 2,400 mL of 35% HCl, and the resulting mixture was stirred while heating at 90° C. for 1.5 hours. After cooling, the mixture was neutralized with NaOH and extracted with diethyl ether. The extract was washed with saturated brine and then anhydrous sodium sulfate was added. The organic phase was distilled off under reduced pressure and the residue was washed three times with hexane. The crystals thus obtained were dried under reduced pressure at room temperature, and then recrystallized from methanol twice to give 22.4 g of the title compound (yield 18%).

Fuente