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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 595148Generated: October 26, 2026

Ammonium Chloride → 5-bromo-N-[4-(trifluoromethyl)pyrimidin-2-yl]benzene-1,3-diamine

https://huagongshe.com/reaction/595148

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAmmonium ChlorideHCID 25517—
ReactantN-(3-bromo-5-nitrophenyl)-4-(trifluoromethyl)pyrimidin-2-amineHCID 131734569—
CatalystIronHCID 23925—
SolventEthanolHCID 702—
Product5-bromo-N-[4-(trifluoromethyl)pyrimidin-2-yl]benzene-1,3-diamineHCID 118208571—

Reaction Conditions

Temperature80 °C

Reaction Steps

N-(3-Bromo-5-nitrophenyl)-4-(trifluoromethyl)pyrimidin-2-amine (4.76 g, 13.11 mmol) was dissolved in ethanol (131 ml) and saturated solution of NH4Cl (1 mL) was added followed by Fe (3.66 g, 65.5 mmol). The reaction mixture was stirred at 80° C. for 30 minutes then cooled to room temperature. The solution was filtered through a short pad of silica gel and eluted with EtOAc. The phase were separated, the organics were dried, filtered, concentrated under reduced pressure to afford 5-bromo-N-[4-(trifluoromethyl)pyrimidin-2-yl]benzene-1,3-diamine as a beige powder.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09242984B2
Source datasetuspto-grants-2016_01
ORD IDord-ace4d398f5d9464ba65fd1e3f06cf8c1
Source noteuspto-grants-2016_01