Reaction #76023

Reaction equation

(+)-(S)-1-amino-2-propanol

tert-butyl isothiocyanate

→

N-[(2S)-2-hydroxypropyl]-N′-tert-butylthiourea

Yield 93.6%

Solvents

diethyl ether

ethanol

Conditions

Workup

1. 1
   Concentrationconcentration under reduced pressure (5 kPa) at a temperature in the region of 50° C.
2. 2
   Otherthe white solid obtained
3. 3
   ConcentrationThe suspension is again concentrated under the same conditions as above

Procedure

The process is performed as in Example 1, starting with 5 g of (+)-(S)-1-amino-2-propanol and 8.43 g of tert-butyl isothiocyanate in 60 cm3 of ethanol. After stirring the reaction medium for 5 hours at a temperature in the region of 20° C. and then concentration under reduced pressure (5 kPa) at a temperature in the region of 50° C., the white solid obtained is taken up in diethyl ether. The suspension is again concentrated under the same conditions as above. 11.86 g of N-[(2S)-2-hydroxypropyl]-N′-tert-butylthiourea are obtained in the form of a white solid melting at 106° C.

Source