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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 461528Generated: October 30, 2026

Methyl isothiocyanate → Metiamide

https://huagongshe.com/reaction/461528

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethyl isothiocyanateHCID 11167—
ReactantPotassium CarbonateHCID 11430—
Reactant2-(((5-Methyl-1H-imidazol-4-yl)methyl)thio)ethylamine dihydrochlorideHCID 3015999—
SolventWaterHCID 962—
ProductMetiamideHCID 1548992—

Reaction Conditions

Temperature5 °C

Reaction Steps

Potassium carbonate (7.75 g.) was added to a solution of 4-methyl-5-[(2-aminoethyl)thiomethyl]imidazole dihydrochloride (14.6 g.) in water (120 ml.). The solution was stored at room temperature for 15 minutes and methyl isothiocyanate (5.15 g.) was added. After heating under reflux for 30 minutes, the solution was slowly cooled to 5° C. The product was collected and recrystallized from water to give N-methyl-N'-[2-((5-methyl-4-imidazolyl)-methylthio)ethyl]thiourea, m.p. 150°-152° C.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04063023
Source datasetuspto-grants-1977_12
ORD IDord-91b438b35fe445da9a4cf430fa471cbd
Source noteuspto-grants-1977_12