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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1514348Generated: October 27, 2026

4-Chloroaniline → (2-Chloro-6-methyl-pyrimidin-4-yl)-(4-chloro-phenyl)-amine

https://huagongshe.com/reaction/1514348

Reaction equation

Participants

RoleNameHCIDCharge
Reactant4-ChloroanilineHCID 7812—
Reactant2,4-Dichloro-6-methylpyrimidineHCID 79471—
ReactantDiisopropylethylamineHCID 81531—
SolventAcetonitrileHCID 6342—
Product(2-Chloro-6-methyl-pyrimidin-4-yl)-(4-chloro-phenyl)-amineHCID 5802618710%

Reaction Conditions

Temperature90 °C

Reaction Steps

2,4-Dichloro-6-methylpyrimidine (10 g, 61.3 mmol) and 4-chloroaniline (7.83 g, 61.3 mmol) were dissolved in acetonitrile (100 mL). Diisopropylethylamine (21.37 mL, 122.7 mmol) was added and heated to 90° C. for 4 days. The reaction mixture was concentrated in vacuo and the crude product was purified by flash chromatography with ethyl acetate-hexane as eluent to give (2-chloro-6-methyl-pyrimidin-4-yl)-(4-chloro-phenyl)-amine (1.5 g, 10%) as a white solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08222262B2
Source datasetuspto-grants-2012_07
ORD IDord-ec249a4fd41f4774b437844839ec1c19
Source noteuspto-grants-2012_07