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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 28546Generated: October 26, 2026

4-Chloroaniline → 6-Chloro-N2-(4-chlorophenyl)pyrimidine-2,4-diamine

https://huagongshe.com/reaction/28546

Reaction equation

Participants

RoleNameHCIDCharge
Reactant4-ChloroanilineHCID 7812—
Reactant4-Pyrimidinamine, 2,6-dichloro-HCID 82387—
Solvent1,4-DioxaneHCID 31275—
Product6-Chloro-N2-(4-chlorophenyl)pyrimidine-2,4-diamineHCID 8600431642%

Reaction Steps

A mixture of 2,6-dichloro-pyrimidin-4-yl-amine (0.492 g, 3.0 mmol) and 4-chloro-aniline (1.54 g, 12.0 mmol) in dioxane (25 ml) was heated under reflux for 3 hours. After cooled to room temperature, the mixture was filtered. Concentration of the filtrate under reduced pressure provided the crude product which was purified by flash chromatography on silica gel eluting with ethyl acetate-hexane (1:3) to provide 6-chloro-N*2*-(4-chloro-phenyl)-pyrimidine-2,4-diamine (0.32 g, 42% yield) as a white powder.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07419984B2
Source datasetuspto-grants-2008_09
ORD IDord-9eb5e6401f8f42b0be4eb920452e57df
Source noteuspto-grants-2008_09