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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 595147Generated: October 26, 2026

ar-Bromo-ar-nitrobenzenamine → N-(3-bromo-5-nitrophenyl)-4-(trifluoromethyl)pyrimidin-2-amine

https://huagongshe.com/reaction/595147

Reaction equation

Participants

RoleNameHCIDCharge
Reactantar-Bromo-ar-nitrobenzenamineHCID 44535—
Reactant2-Chloro-4-(trifluoromethyl)pyrimidineHCID 2773912—
Solvent1,4-DioxaneHCID 31275—
ProductN-(3-bromo-5-nitrophenyl)-4-(trifluoromethyl)pyrimidin-2-amineHCID 131734569—

Reaction Conditions

Temperature100 °C

Reaction Steps

was added to a solution of 3-bromo-5-nitroaniline (3.4 g, 15.7 mmol) and 2-chloro-4-(trifluoromethyl)pyrimidine) (2.27 mL, 18.80 mmol) in dioxane (78 ml) at room temperature, under nitrogen. The mixture became heterogeneous instantly and upon heating, a solution was obtained. The mixture was stirred at 100° C. for 18 hours then cooled to room temperature and concentrated under reduced pressure. Saturated sodium bicarbonate and dichloromethane were added, the organic phase was recovered using a phase separator and then concentrated under reduced pressure. The residue was washed in hexanes/ether and filtered to afford N-(3-bromo-5-nitrophenyl)-4-(trifluoromethyl)pyrimidin-2-amine.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09242984B2
Source datasetuspto-grants-2016_01
ORD IDord-6ad4c9f2656f41ba9b88245c8b6389b4
Source noteuspto-grants-2016_01