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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2202623Generated: November 1, 2026

Methyl iodide → HCID 13573165, compound

https://huagongshe.com/reaction/2202623

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethyl iodideHCID 6328—
ReactantMalononitrileHCID 8010—
ReactantTriethylamineHCID 8471—
Reactant4-Chlorophenyl isothiocyanateHCID 16480—
SolventDimethylformamideHCID 6228—
ProductHCID 13573165HCID 13573165—

Reaction Steps

Dissolved malononitrile (5.0 g) in DMF (50 mL), added triethylamine (1 eq), and stirred for 5 minutes before adding 4-chlorophenylisothiocyanate (1 eq) dropwise, then stirred until complete by TLC (absence of 4-chlorophenylisothiocyanate, 3 hrs). Added methyl iodide (1 eq) dropwise, then stirred until intermediate was fully consumed (absent on TLC, 18 hrs); poured into 100 mL ice water, then filtered resulting solution to obtain 2-(((4-chlorophenyl)amino)(methylthio)methylene)malononitrile as a white powder.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09365556B2
Source datasetuspto-grants-2016_06
ORD IDord-a0b4e26546fc43cb92a59d563e1e9975
Source noteuspto-grants-2016_06