Bromine → 2-Amino-3-bromo-5-methylbenzoic acid

HRID 1169977Notes

Reaction equation

HRID 1169977 reaction equation
[NH2:1][C:2]1[CH:10]=[CH:9][C:8]([CH3:11])=[CH:7][C:3]=1[C:4]([OH:6])=[O:5].[Br:12]Br>C(O)(=O)C>[NH2:1][C:2]1[C:10]([Br:12])=[CH:9][C:8]([CH3:11])=[CH:7][C:3]=1[C:4]([OH:6])=[O:5]

Participants

4

Reactant 2

HCID 24408BromineHCID 762552-Amino-5-methylbenzoic acid

Product 1

HCID 27744002-Amino-3-bromo-5-methylbenzoic acidYield 85.4%

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Procedure

To a solution of 2-amino-5-methylbenzoic acid (25.0 g, 170 mmol) in acetic acid (250 ml) was added bromine (10 ml, 195 mmol) and the reaction mixture was stirred at room temperature for 2 h. The mixture was filtered and the solid material was washed with water and cyclohexane and dried to give the title compound (33.4 g).

Workup

  1. filtrationThe mixture was filtered
  2. washthe solid material was washed with water and cyclohexane
  3. customdried

Sources & evidence

ORD record
ord-5679cf46e3e942f5892e452b3773d499
Source dataset
uspto-grants-2010_11
Patent number
US07825149B2

Reaction notes

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