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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 513376Generated: October 25, 2026

6-Methoxy-8-nitroquinoline → 6-Methoxy-8-quinolinamine

https://huagongshe.com/reaction/513376

Reaction equation

Participants

RoleNameHCIDCharge
Reactant6-Methoxy-8-nitroquinolineHCID 6822—
ReactantHydrazine hydrate (1:1)HCID 24654—
CatalystNickelHCID 935—
SolventMethanolHCID 887—
Product6-Methoxy-8-quinolinamineHCID 7023102.5%

Reaction Steps

Raney Nickel (60 mg, 20% wt) was added portionwise to a solution of 6-methoxy-8-nitroquinoline (300 mg, 1.40 mmol) in MeOH (10 ml), under argon. Hydrazine hydrate (270 μl, 5.6 mmol) was added and the reaction stirred at room temperature for 1 h. The mixture was filtered through celite and washed with MeOH. The filtrate was concentrated in vacuo, re-dissolved in DCM and washed with water. The organic phase was dried (Na2SO4) and concentrated in vacuo to give the title compound (250 mg, 100%) which was used in the next step without purification.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09102688B2
Source datasetuspto-grants-2015_08
ORD IDord-52814854c9b440a993e11feb1980c3c5
Source noteuspto-grants-2015_08