Ethyl 4-amino-3-bromo-5-chlorobenzoate → 4-Amino-3-bromo-5-chlorobenzoic acid

HRID 491149Notes

Reaction equation

HRID 491149 reaction equation
[NH2:1][C:2]1[C:12]([Cl:13])=[CH:11][C:5]([C:6]([O:8]CC)=[O:7])=[CH:4][C:3]=1[Br:14]>Cl.CCO>[NH2:1][C:2]1[C:12]([Cl:13])=[CH:11][C:5]([C:6]([OH:8])=[O:7])=[CH:4][C:3]=1[Br:14]

Participants

4

Reactant 1

HCID 28820670Ethyl 4-amino-3-bromo-5-chlorobenzoate

Product 1

HCID 288206724-Amino-3-bromo-5-chlorobenzoic acid

Reagents, catalysts & solvents 2

HCID 313Hydrochloric AcidSolventHCID 702EthanolSolvent

Procedure

A solution of 21.0 g (75.4 mmol) ethyl 4-amino-3-bromo-5-chloro-benzoate in 200 mL 4 M HCl and 100 mL EtOH was refluxed overnight. After cooling the precipitate formed was suction filtered and dried.

Workup

  1. temperatureAfter cooling the precipitate
  2. customformed
  3. filtrationfiltered
  4. customdried

Sources & evidence

ORD record
ord-b54327e2074641c288ecfe7e04106022
Source dataset
uspto-grants-2009_05
Patent number
US07528129B2

Reaction notes

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