Bromine → 2-Amino-5-bromo-3-fluorobenzoic acid hydrobromide

HRID 335876

Reaction equation

HRID 335876 reaction equation
[Br:1]Br.[NH2:3][C:4]1[C:12]([F:13])=[CH:11][CH:10]=[CH:9][C:5]=1[C:6]([OH:8])=[O:7]>C(Cl)(Cl)Cl>[BrH:1].[NH2:3][C:4]1[C:12]([F:13])=[CH:11][C:10]([Br:1])=[CH:9][C:5]=1[C:6]([OH:8])=[O:7]

Participants

4

Reactant 2

HCID 24408BromineHCID 5864082-Amino-3-fluorobenzoic acid

Product 1

HCID 673836892-Amino-5-bromo-3-fluorobenzoic acid hydrobromide

Reagents, catalysts & solvents 1

HCID 6212ChloroformSolvent2×

Procedure

Bromine (3.65 mL, 70.9 mmol) in Chloroform (250 mL) was added dropwise via an addition funnel to a suspension of 2-amino-3-fluorobenzoic acid (10 g, 64.5 mmol) in chloroform (400 mL) at RT. The solution was stirred for 12 hours at which point the resulting slurry was filtered. The solid was washed well with CH2Cl2 and dried under a stream of nitrogen to afford 2-amino-5-bromo-3-fluorobenzoic acid HBr.

Workup

  1. filtrationwas filtered
  2. washThe solid was washed well with CH2Cl2
  3. customdried under a stream of nitrogen

Sources & evidence

ORD record
ord-61abd4bdca784578aa19294a8726b651
Source dataset
uspto-grants-2014_11
Patent number
US08883782B2

Linked notes

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