Reaction #1596940

Reaction equation

phenyl isothiocyanate

2-amino-2-methyl-1-propanol

→

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

Yield 60.0%

Solvents

chloroform

chloroform

Conditions

Workup

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
   TemperatureThe precipitated crystals were refluxed
5. 5
   Temperaturewith heat
6. 6
   workup.DISSOLUTIONto be dissolved
7. 7
   Otherrecrystallized
8. 8
   OtherThe crystals thus obtained
9. 9
   Filtrationwere collected by filtration
10. 10
    Washwashed with 20 mL of diethyl ether three times
11. 11
    Otherdried under reduced pressure at room temperature

Procedure

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