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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 541565Generated: October 31, 2026

Hydrochloric Acid → 5-Bromo-2-methyl-4-morpholin-4-ylaniline

https://huagongshe.com/reaction/541565

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
ReactantAmmonium ChlorideHCID 25517—
Reactant4-(2-Bromo-5-methyl-4-nitrophenyl)morpholineHCID 57961645—
CatalystIronHCID 23925—
SolventEthanolHCID 702—
Product5-Bromo-2-methyl-4-morpholin-4-ylanilineHCID 5796261575%

Reaction Conditions

Temperature60 °C

Reaction Steps

Iron powder (320 mg, 5.8 mmol) was stirred in ethanol (12 mL) with 1 N HCl solution (0.6 mL, 0.6 mmol) and heated at 60° C. for 2 hours. 5 N aqueous Ammonium chloride solution (1.0 mL, 5.0 mmol) and 4-(2-bromo-5-methyl-4-nitrophenyl)morpholine (350 mg, 1.2 mmol) were added and the mixture was heated at 60° C. for 30 minutes. The mixture was filtered through celite and the collected solids were washed with ethanol. The combined filtrates were evaporated to give the desired compound (0.24 g, 75%). LCMS for C11H16BrN2O (M+H)+: m/z=271.0.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08871753B2
Source datasetuspto-grants-2014_10
ORD IDord-ee3a8a37f3f74fca8cc44b2eee0d8b82
Source noteuspto-grants-2014_10