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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 886782Generated: October 30, 2026

Methyl iodide → N'-[amino(methylsulfanyl)methyl]-N,N-dimethylethanimidamide;hydroiodide

https://huagongshe.com/reaction/886782

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethyl iodideHCID 6328—
Reactant(E)-1-(dimethylamino)ethylidenethioureaHCID 10654343—
SolventTetrahydrofuranHCID 8028—
ProductN'-[amino(methylsulfanyl)methyl]-N,N-dimethylethanimidamide;hydroiodideHCID 8730879596%

Reaction Steps

A suspension of (1E)-N′-(aminocarbonothioyl)-N,N-dimethylethanimidamide (47.8 g, 0.33 mole) in methyl iodide (150 mL) and THF (350 mL) was stirred for 18 h at room temperature. The mixture was evaporated under reduced pressure. After addition of 5% MeOH and diethyl ether, the compound precipitated and was collected by filtration affording (1E)-N′-[amino(methylthio)methyl]-N,N-dimethylethanimidamide hydrogen iodide salt (91.0 g, 96% yield).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08247408B2
Source datasetuspto-grants-2012_08
ORD IDord-4b204b1eb3d947308a9bd5164c264b38
Source noteuspto-grants-2012_08