Reacción #1596940

ord-fce7cd6d5dc94a0f94cbe4a5e61c8f75

Ecuación de reacción

S=C=Nc1ccccc1
phenyl isothiocyanate
CC(C)(N)CO
2-amino-2-methyl-1-propanol
CC(C)(CO)NC(=S)Nc1ccccc1
N-(1-hydroxy-2-methylpropan-2-yl)-N′-phenylthiourea
Rendimiento 60.0%

Condiciones de reacción

Condiciones detalladas
See reaction.notes.procedure_details.

Tratamiento posterior

  1. 1
    workup.ADDITIONwas slowly added dropwise to the mixture over one hour
  2. 2
    workup.ADDITIONUpon completion of the addition
  3. 3
    workup.STIRRINGthe resulting mixture was stirred for 12 hours at room temperature
  4. 4
    TemperaturaThe precipitated crystals were refluxed
  5. 5
    Temperaturawith heat
  6. 6
    workup.DISSOLUTIONto be dissolved
  7. 7
    Otrorecrystallized
  8. 8
    OtroThe crystals thus obtained
  9. 9
    Filtraciónwere collected by filtration
  10. 10
    Lavadowashed with 20 mL of diethyl ether three times
  11. 11
    Otrodried under reduced pressure at room temperature

Procedimiento

In 500 g of chloroform was dissolved 2-amino-2-methyl-1-propanol (61.6 g, 0.69 moL). Then, 300 g of chloroform solution containing phenyl isothiocyanate (81.6 g, 0.6 moL) was slowly added dropwise to the mixture over one hour, while stirring. Upon completion of the addition, the resulting mixture was stirred for 12 hours at room temperature. The precipitated crystals were refluxed with heat to be dissolved and then recrystallized. The crystals thus obtained were collected by filtration, washed with 20 mL of diethyl ether three times, and then dried under reduced pressure at room temperature to give 80.1 g of N-(1-hydroxy-2-methylpropan-2-yl)-N′-phenylthiourea (yield 60%).

Fuente

DOI: 10.6084/m9.figshare.5104873.v1Patente: US08211412B2uspto-grants-2012_07