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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2253305Generated: November 2, 2026

7-amino-6-bromo-4,4-dimethyl-8-nitroisoquinoline-1,3(2H,4H)-dione → 7,8-Diamino-6-bromo-4,4-dimethylisoquinoline-1,3(2H,4H)-dione

https://huagongshe.com/reaction/2253305

Reaction equation

Participants

RoleNameHCIDCharge
Reactant7-amino-6-bromo-4,4-dimethyl-8-nitroisoquinoline-1,3(2H,4H)-dioneHCID 59645467—
CatalystIronHCID 23925—
SolventAcetic AcidHCID 176—
Product7,8-Diamino-6-bromo-4,4-dimethylisoquinoline-1,3(2H,4H)-dioneHCID 59645490105.7%

Reaction Conditions

Temperature70 °C

Reaction Steps

A mixture of 7-amino-6-bromo-4,4-dimethyl-8-nitroisoquinoline-1,3(2H,4H)-dione (2 g, 6.09 mmol) and iron powder (325 mesh, 2.38 g, 42.67 mmol) in AcOH (40 mL) was heated to 70° C. for 8 h. The excess iron was removed using a magnetic bar and the reaction mixture was concentrated under reduced pressure. The residue was diluted with EtOAc, and successively washed with water, aqueous saturated NaHCO3, and brine, dried (MgSO4), filtered and concentrated under reduced pressure to give the title compound (1.92 g, 100% yield).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07323567B2
Source datasetuspto-grants-2008_01
ORD IDord-9529d98fe90b463b802215cb8a1b3054
Source noteuspto-grants-2008_01