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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1280644Generated: October 27, 2026

tert-Butyl isothiocyanate → N-[(2S)-2-hydroxypropyl]-N'-tert-butylthiourea

https://huagongshe.com/reaction/1280644

Reaction equation

Participants

RoleNameHCIDCharge
Reactanttert-Butyl isothiocyanateHCID 11544—
Reactant(S)-(+)-1-Aminopropan-2-olHCID 7311736—
SolventEthanolHCID 702—
SolventDiethyl EtherHCID 3283—
ProductN-[(2S)-2-hydroxypropyl]-N'-tert-butylthioureaHCID 2338153793.6%

Reaction Conditions

Temperature20 °C

Reaction Steps

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.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06451821B1
Source datasetuspto-grants-2002_09
ORD IDord-5029a4ba7a8e48ebb14efdb0341bfe6d
Source noteuspto-grants-2002_09