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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 979788Generated: November 1, 2026

1,1-Bis(methylthio)-2-nitroethylene → N-{2-[({5-[(Dimethylamino)methyl]furan-2-yl}methyl)sulfanyl]ethyl}-1-(methylsulfanyl)-2-nitroethen-1-amine

https://huagongshe.com/reaction/979788

Reaction equation

Participants

RoleNameHCIDCharge
Reactant1,1-Bis(methylthio)-2-nitroethyleneHCID 83623—
Reactant5-(((2-Aminoethyl)thio)methyl)-N,N-dimethyl-2-furanmethanamineHCID 162203—
SolventTrichloroethyleneHCID 6575—
ProductN-{2-[({5-[(Dimethylamino)methyl]furan-2-yl}methyl)sulfanyl]ethyl}-1-(methylsulfanyl)-2-nitroethen-1-amineHCID 5342743579.9%

Reaction Steps

2-[[[5-(Dimethylamino)methyl-2-furanyl]methyl]-thio]ethylamine (21.4 g; 0.1 mol) dissolved in trichloroethylene (200 ml) was added to a solution of 1-nitro-2,2-bis(methylthio)ethene (16.5 g; 0.1 mol), during about 30 minutes, under boiling. Boiling was continued for a further 90 minutes, then solvent was evaporated off under reduced pressure and the residue was chromatographed on silica gel, eluting with petroleum ether/dichloromethane. The product was already pure enough for the subsequent step (26.5 g; 79.9% yield).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04634701
Source datasetuspto-grants-1987_01
ORD IDord-d38d25985b2446b3aaf4f28e5d407bc2
Source noteuspto-grants-1987_01