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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1487672Generated: October 31, 2026

Ammonium Chloride → 5-Chloro-1-ethyl-1H-pyrazol-4-amine

https://huagongshe.com/reaction/1487672

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAmmonium ChlorideHCID 25517—
Reactant1-Ethyl-4-nitro-1H-pyrazoleHCID 12565213—
CatalystIronHCID 23925—
SolventEthanolHCID 702—
Product5-Chloro-1-ethyl-1H-pyrazol-4-amineHCID 1785473830%

Reaction Conditions

Temperature80 °C

Reaction Steps

To a suspension of 1-ethyl-4-nitro-1H pyrazole (1 equiv) and iron dust (5 equiv) in EtOH (0.285 M) was added ammonium chloride (10 equiv). The mixture was heated to 80° C. for 20 h then cooled to room temperature. The solvent was removed under reduced pressure to give crude material that was purified by silica gel chromatography (1.5% MeOH in DCM) to provide the desired product (30% yield) as a yellow oil. MS (ESI) m/z 146.0 [M+H]+.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09428509B2
Source datasetuspto-grants-2016_08
ORD IDord-81487a9393244daca69062cf8a628c38
Source noteuspto-grants-2016_08