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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 659013Generated: October 25, 2026

Ethanol → 2-Chloro-4-(2-methylsulfanyl-pyrimidin-4-yloxy)-phenylamine

https://huagongshe.com/reaction/659013

Reaction equation

Participants

RoleNameHCIDCharge
ReactantEthanolHCID 702—
Reactant2-Methylsulfanyl-4-(3-chloro-4-nitrophenoxy)-pyrimidineHCID 67523947—
ReactantHCID 178418361HCID 178418361—
CatalystPd barium sulfateHCID 16218511—
SolventTetrahydrofuranHCID 8028—
Product2-Chloro-4-(2-methylsulfanyl-pyrimidin-4-yloxy)-phenylamineHCID 6752396532.4%

Reaction Steps

A mixture of 1.10 g (3.69 mmol) 2-methylsulfanyl-4-(3-chloro-4-nitrophenoxy)-pyrimidine, 20 ml ethanol, 20 ml THF, and 300 mg palladium/BaSO4 is hydrogenated at 50 mbar hydrogen pressure at r.t. for 8 h. The catalyst was removed by filtration, washed with 20 ml ethanol and evaporated. The residue was purified by chromatography on silica (ethyl acetate/isohexane 2:7) to give 320 mg (32%) 2-chloro-4-(2-methylsulfanyl-pyrimidin-4-yloxy)-phenylamine.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08080552B2
Source datasetuspto-grants-2011_12
ORD IDord-96797a2af4a74b7bb8503abd436ae3fd
Source noteuspto-grants-2011_12