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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2286743Generated: October 30, 2026

Methyl isothiocyanate → Metiamide

https://huagongshe.com/reaction/2286743

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 Steps

Potassium carbonate (7.75 g.) was added to a solution of 14.6 g. of 4-(2-aminoethyl)thiomethyl-5-methylimidazole dihydrochloride in 120 ml. of water. The solution was maintained at ambient temperature for 15 minutes and 5.15 g. of methyl isothiocyanate was added. After heating under reflux for 0.5 hour, the solution was slowly cooled to 5°. The product was collected and recrystallized from water to give N-methyl-N'-[2-(5-methyl-4-imidazolylmethylthio)ethyl]thiourea, m.p. 150°-152°.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04267337
Source datasetuspto-grants-1981_05
ORD IDord-cd38c8d960b842f1b34b5e8044adda2a
Source noteuspto-grants-1981_05