Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1076288Generated: November 1, 2026

Dimethylamine → Thiourea, N'-(3-hydroxyphenyl)-N,N-dimethyl-

https://huagongshe.com/reaction/1076288

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDimethylamineHCID 674—
Reactant3-isothiocyanatophenolHCID 820026—
ReactantTert-butylcarbamateHCID 21252905—
SolventMethanolHCID 887—
ProductThiourea, N'-(3-hydroxyphenyl)-N,N-dimethyl-HCID 5368133—
ProductTert-butylcarbamateHCID 21252905—

Reaction Conditions

Temperature15 °C

Reaction Steps

1-(meta-hydroxyphenyl)-3,3-dimethyl-2-thiourea, tertbutylcarbamate is prepared by charging to a suitable vessel about 25 g. (approximately 0.1 mole) meta-hydroxyphenyl isothiocyanate, tert-butylcarbamate dissolved in about 150 ml. of methanol, and adding, with stirring about 154 g. (approximately 0.12 moles) of 40 percent aqueous dimethylamine mixed with about 50 ml. of methanol in a single increment. The mass quickly solidifies as the temperature rises from about room temperature to about 60°C. The mass is cooled to about 15°C., separated from the residual liquid by filtration, washed with four 150 ml. portions of a 75 percent methanol/25 percent water solution and dried under vacuum overnight.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS03956384
Source datasetuspto-grants-1976_05
ORD IDord-6d39d2c9fa2743f29cca32e1a8c46bdf
Source noteuspto-grants-1976_05