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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 236256Generated: October 27, 2026

Ethanol → 1-(2-Chloroethyl)amino-1-methylthio-2-nitroethene

https://huagongshe.com/reaction/236256

Reaction equation

Participants

RoleNameHCIDCharge
ReactantEthanolHCID 702—
Reactant2-Chloroethylamine hydrochlorideHCID 9793737—
Reactant1-Nitro2-methylthio-2-methylsulphinylethyleneHCID 54487094—
SolventTriethylamineHCID 8471—
Product1-(2-Chloroethyl)amino-1-methylthio-2-nitroetheneHCID 8625858257.6%

Reaction Steps

With 10 ml of ethanol was mixed 1.6 g of 1-methylsulfinyl-1-methylthio-2-nitroethene, and 1.2 g of 2-chloroethylamine hydrochloride was then added thereto, after which 1.0 g of triethylamine was added dropwise at -20° C. in a nitrogen atmosphere. After they were subjected to reaction at the same temperature for 2 hours and then gradually heated to room temperature. After completion of the reaction, the solvent was removed by distillation under reduced pressure, and 20 ml of ethyl acetate was added to the resulting residue, after which the resulting mixture was washed with water and dried over anhydrous magnesium sulfate, and the solvent was removed by distillation under reduced pressure to obtain 1.0 g (yield 54.8%) of 1-(2-chloroethyl)amino-1-methylthio-2-nitroethene having a melting point of 115°-117° C.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04643849
Source datasetuspto-grants-1987_02
ORD IDord-8435f67ed0eb4da7bea22ac412644142
Source noteuspto-grants-1987_02