Ammonium Chloride → 2-Amino-6-bromobenzoic acid

HRID 2386960Notes

Reaction equation

HRID 2386960 reaction equation
[Br:1][C:2]1[CH:10]=[CH:9][CH:8]=[C:7]([N+:11]([O-])=O)[C:3]=1[C:4]([OH:6])=[O:5].[Cl-].[NH4+].BrC1C=CC=C([N+]([O-])=O)C=1C>[Fe].CO>[NH2:11][C:7]1[CH:8]=[CH:9][CH:10]=[C:2]([Br:1])[C:3]=1[C:4]([OH:6])=[O:5]

Participants

6

Reactant 3

HCID 25517Ammonium ChlorideHCID 1235372-Bromo-6-nitrotolueneHCID 135313812-Bromo-6-nitrobenzoic acid2×

Product 1

HCID 105606492-Amino-6-bromobenzoic acid

Reagents, catalysts & solvents 2

HCID 23925IronCatalystHCID 887MethanolSolvent

Procedure

The target compound was obtained by reducing 2-bromo-6-nitrobenzoic acid with iron in a mixed solvent of methanol and ammonium chloride aqueous solution. 2-bromo-6-nitrobenzoic acid was manufactured by the method described in the literature (J. Chem. Soc. Perkin Trans. 1, 1991, p. 1565) using 2-bromo-6-nitrotoluene as starting material.

Workup

  1. customThe target compound was obtained

Sources & evidence

ORD record
ord-d2add1f51d3e4757ac0a0407052c26af
Source dataset
uspto-grants-2012_09
Patent number
US08268842B2

Reaction notes

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