Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1469775Generated: October 31, 2026

Ammonium Chloride → 4-(4-Fluoro-3-(trifluoromethyl)phenoxy)quinolin-8-amine

https://huagongshe.com/reaction/1469775

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAmmonium ChlorideHCID 25517—
Reactant4-(4-Fluoro-3-(trifluoromethyl)phenoxy)-8-nitroquinolineHCID 71677882—
CatalystIronHCID 23925—
SolventEthanolHCID 702—
SolventWaterHCID 962—
Product4-(4-Fluoro-3-(trifluoromethyl)phenoxy)quinolin-8-amineHCID 7167804864.7%

Reaction Steps

The title compound was prepared following the procedure described in Intermediate-11, step-4 using 4-(4-fluoro-3-(trifluoromethyl)phenoxy)-8-nitroquinoline (380 mg, 1.07 mmol), iron powder (604 mg, 10.79 mmol), and NH4Cl (461 mg, 8.63 mmol) in EtOH (10 mL) and water (3 mL) to afford 223 mg of the title product. 1H NMR (300 MHz, DMSO d6): δ 8.55 (d, J=4.8 Hz, 1H), 7.75 (d, 1H), 7.67 (d, J=7.5 Hz, 2H), 7.34 (d, J=4.5 Hz, 2H), 6.92 (t, 1H), 6.68 (d, J=4.8 Hz, 1H), 5.98 (s, 2H); MS (m/z): 323.28 (M+H)+.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09006257B2
Source datasetuspto-grants-2015_04
ORD IDord-d14b9f7f4d1f4349aad037b9f7c48cb1
Source noteuspto-grants-2015_04