4-Bromo-2-methoxy-6-nitroaniline → 5-Bromo-3-methoxybenzene-1,2-diamine

HRID 1661897Notes

Reaction equation

HRID 1661897 reaction equation
[Br:1][C:2]1[CH:7]=[C:6]([N+:8]([O-])=O)[C:5]([NH2:11])=[C:4]([O:12][CH3:13])[CH:3]=1>CO.O.[Pt]>[Br:1][C:2]1[CH:7]=[C:6]([NH2:8])[C:5]([NH2:11])=[C:4]([O:12][CH3:13])[CH:3]=1

Participants

4

Reactant 1

HCID 508790564-Bromo-2-methoxy-6-nitroaniline

Product 1

HCID 508790575-Bromo-3-methoxybenzene-1,2-diamineYield 85.3%

Reagents, catalysts & solvents 2

HCID 23939PlatinumCatalystHCID 22242641Methanol--water (1/1)Solvent

Procedure

A solution of 2.0 g (8.1 mmol) 4-Bromo-2-methoxy-6-nitro-phenylamine [Zhou, Q-T., et al. Huaxue Xuebao 1980, 38(5), 507-10] in 50 ml methanol/water (2:1) is hydrogenated in the presence of 200 mg Pt/C (Engelhard 4709) at normal pressure for 3 h. Then the catalyst is filtered off and the filtrate is concentrated in vacuo to afford 1.5 g of the title compound as an oil.

Workup

  1. filtrationThen the catalyst is filtered off
  2. concentrationthe filtrate is concentrated in vacuo

Sources & evidence

ORD record
ord-80a5c976bbc7422d9e897253f3b7e4af
Source dataset
uspto-grants-2011_10
Patent number
US08030497B2

Reaction notes

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