Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1894645Generated: October 27, 2026

Hydrochloric Acid → 6-(4-Chloro-3-trifluoromethyl-phenoxy)-5-methyl-pyridin-3-ylamine

https://huagongshe.com/reaction/1894645

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
ReactantEthanolHCID 702—
Reactant2-(4-Chloro-3-trifluoromethyl-phenoxy)-3-methyl-5-nitro-pyridineHCID 58153432—
CatalystIronHCID 23925—
SolventWaterHCID 962—
Product6-(4-Chloro-3-trifluoromethyl-phenoxy)-5-methyl-pyridin-3-ylamineHCID 5815335079.5%

Reaction Conditions

Temperature50 °C

Reaction Steps

A 250 ml two-necked round-bottomed flask equipped with a KPG-stirrer, a thermometer and a reflux condenser is charged with ethanol (100 ml), water (10 ml), iron (3.11 g) and hydrochloric acid 37% (0.3 ml). The reaction mixture is heated at 50° C. 2-(4-chloro-3-trifluoromethyl-phenoxy)-3-methyl-5-nitro-pyridine (5.81 g) is added portionwise. The mixture was heated at reflux for 2 hours. After cooling the mixture to 50° C. it is filtered through celite. The filtrate is poured into water (200 ml) and extracted with ethylacetate (2×50 ml). The combined organic layers are washed with brine (100 ml), dried over sodium sulfate, filtered and the solvent is removed in vacuo to obtain 4.20 g of the compound as yellow solid (MP: 92-94° C.).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08513286B2
Source datasetuspto-grants-2013_08
ORD IDord-4797254256bc4516a8ac837dc1118029
Source noteuspto-grants-2013_08