Réaction #1596940

ord-fce7cd6d5dc94a0f94cbe4a5e61c8f75

Équation de réaction

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
Rendement 60.0%

Conditions de réaction

Conditions détaillées
See reaction.notes.procedure_details.

Traitement

  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
    TempératureThe precipitated crystals were refluxed
  5. 5
    Températurewith heat
  6. 6
    workup.DISSOLUTIONto be dissolved
  7. 7
    Autrerecrystallized
  8. 8
    AutreThe crystals thus obtained
  9. 9
    Filtrationwere collected by filtration
  10. 10
    Lavagewashed with 20 mL of diethyl ether three times
  11. 11
    Autredried under reduced pressure at room temperature

Mode opératoire

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%).

Source

DOI: 10.6084/m9.figshare.5104873.v1Brevet: US08211412B2uspto-grants-2012_07