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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1486938Generated: October 31, 2026

6-Bromo-7-fluoro-N-(4-methyloxan-4-yl)-3-nitroquinolin-4 amine → 6-Bromo-7-fluoro-N'-(4-methyloxan-4-yl)quinoline-3,4-diamine

https://huagongshe.com/reaction/1486938

Reaction equation

Participants

RoleNameHCIDCharge
Reactant6-Bromo-7-fluoro-N-(4-methyloxan-4-yl)-3-nitroquinolin-4 amineHCID 118498651—
CatalystIronHCID 23925—
SolventAcetic AcidHCID 176—
Product6-Bromo-7-fluoro-N'-(4-methyloxan-4-yl)quinoline-3,4-diamineHCID 11849867198.3%

Reaction Conditions

Temperature60 °C

Reaction Steps

6-Bromo-7-fluoro-N-(4-methyloxan-4-yl)-3-nitroquinolin-4 amine (1.215 g, 3.16 mmol) was added to iron powder (1.8 g) in acetic acid (15 mL). The mixture was stirred and heated gently with a hot air gun (approximately 60° C.) to initiate reaction. The heat source was removed and the resulting mixture was stirred for 1 h. The reaction mixture was diluted with water and the solids removed by filtration and discarded. The filtrate was concentrated in vacuo, diluted with water and extracted with EtOAc. The organics were dried over Na2SO4 and concentrated in vacuo to afford the desired material (1.10 g, 98%) as a brown solid which was used without further purification.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09428503B2
Source datasetuspto-grants-2016_08
ORD IDord-425f12f275ea42408bc455b7baec4b3a
Source noteuspto-grants-2016_08