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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2389733Generated: October 26, 2026

Hydrochloric Acid → 4-Amino-6-(2,4-dichlorophenyl)pyrimidine-2(1H)-thione

https://huagongshe.com/reaction/2389733

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
ReactantThioureaHCID 2723790—
ReactantSodium ethoxideHCID 2723922—
ReactantSodiumHCID 5360545—
Reactant3-Amino-3-(2,4-dichlorophenyl)acrylonitrileHCID 66911322—
SolventEthanolHCID 702—
SolventWaterHCID 962—
Product4-Amino-6-(2,4-dichlorophenyl)pyrimidine-2(1H)-thioneHCID 58305993—

Reaction Steps

16.51 g (718.08 mmol) of sodium are dissolved in 353 ml of ethanol, and 40.996 g (538.56 mmol) of thiourea are added to the sodium ethanolate solution prepared in this way, followed by 76.5 g (359.04 mmol) of 3-amino-3-(2,4-dichlorophenyl)acrylonitrile. The mixture is heated under reflux for 18 h and, after cooling, 500 ml of water are added. The mixture is neutralized with 1M hydrochloric acid, and the precipitate which has separated out is filtered off with suction. The latter is washed with water, suspended in THF and again filtered off with suction. It is washed with 300 ml of petroleum ether and then dried under high vacuum. 67.5 g (55% of theory) of the product are obtained as a solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08273752B2
Source datasetuspto-grants-2012_09
ORD IDord-3c86153c3d3f4ce798dc081fdc1e4033
Source noteuspto-grants-2012_09