Water → 186431-93-6

HRID 1872189Notes

Reaction equation

HRID 1872189 reaction equation
[Cl:1][C:2]1[CH:3]=[C:4]2[C:8](=[CH:9][CH:10]=1)[NH:7][C:6]([C:11]([OH:13])=[O:12])=[CH:5]2.[Br:14]Br.O>C(O)(=O)C>[Br:14][C:5]1[C:4]2[C:8](=[CH:9][CH:10]=[C:2]([Cl:1])[CH:3]=2)[NH:7][C:6]=1[C:11]([OH:13])=[O:12]

Participants

5

Reactant 3

HCID 962WaterHCID 24408BromineHCID 826935-Chloro-1H-indole-2-carboxylic acid

Product 1

HCID 21710676186431-93-6Yield 92.9%

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent2×

Procedure

To a solution of 5-chloro-1H-indole-2-carboxylic acid (2.0 g, 10.2 mmol) in acetic acid (24 mL) was added a solution of bromine (0.53 mL, 10.2 mmol) in acetic acid (16 mL). After 20 minutes, the mixture was poured into water and extracted with chloroform twice. The combined extracts were washed with water twice and brine, dried over magnesium sulfate and concentrated. The product was obtained as a solid (2.6 g, 89%).

Workup

  1. extractionextracted with chloroform twice
  2. washThe combined extracts were washed with water twice
  3. dry with materialbrine, dried over magnesium sulfate
  4. concentrationconcentrated

Sources & evidence

ORD record
ord-591168b91ff54dfdbaef3b888a63178e
Source dataset
uspto-grants-2000_08
Patent number
US06107329

Reaction notes

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