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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1585046Generated: October 25, 2026

Toluene → N-(6-chloro-3-pyridylmethyl)-N-(2,2,2-trifluoroethyl)-N'-methylthiourea

https://huagongshe.com/reaction/1585046

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTolueneHCID 1140—
ReactantDiethyl EtherHCID 3283—
ReactantMethyl isothiocyanateHCID 11167—
ReactantN-(6-Chloro-3-pyridylmethyl)-N-(2,2,2-trifluoroethyl)amineHCID 22450432—
SolventHexaneHCID 8058—
ProductN-(6-chloro-3-pyridylmethyl)-N-(2,2,2-trifluoroethyl)-N'-methylthioureaHCID 2245053455.3%

Reaction Steps

In 35 m of toluene, 3,79 g (0.0169 mole) of N-(6-chloro-3-pyridylmethyl)-N-(2,2,2-trifluoroethyl)amine and 2.46 g of methyl isothiocyanate were stirred for 18 hours under reflux. The toluene was distilled off, and the residue was dissolved in 120 m of AcOEt, washed with 1N HC, (two ties) and aqueous sodium chloride solution in this order and dried over MgSO4. The AcOEt was distilled off to give oil. To this oily product were added Et2O and hexane, followed by cooling to give crystals. After addition of hexane to the mixture, the crystals were collected by filtration and dried to give 2.78 g of N-(6-chloro-3-pyridylmethyl)-N-(2,2,2-trifluoroethyl)-N'-methylthiourea as white crystals.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05935981
Source datasetuspto-grants-1999_08
ORD IDord-4c90277089854a8681247c6327b976ef
Source noteuspto-grants-1999_08