Potassium Hydroxide → 3',4'-Dichloro-5-fluoro-[1,1'-biphenyl]-2-amine

HRID 2354144Notes

Reaction equation

HRID 2354144 reaction equation
[OH-].[K+].[Cl:3][C:4]1[CH:5]=[C:6]([C:11]2[CH:16]=[C:15]([F:17])[CH:14]=[CH:13][C:12]=2[NH:18]C(=O)C)[CH:7]=[CH:8][C:9]=1[Cl:10]>COCCO>[Cl:3][C:4]1[CH:5]=[C:6]([C:11]2[C:12]([NH2:18])=[CH:13][CH:14]=[C:15]([F:17])[CH:16]=2)[CH:7]=[CH:8][C:9]=1[Cl:10]

Participants

4

Reactant 2

HCID 14797Potassium HydroxideHCID 44139270N-(3',4'-Dichloro-5-fluorobiphenyl-2-yl)acetamide

Product 1

HCID 115724193',4'-Dichloro-5-fluoro-[1,1'-biphenyl]-2-amine

Reagents, catalysts & solvents 1

HCID 80192-MethoxyethanolSolvent

Conditions

Temperature
100 °C

Procedure

0.08 mol of an approximately 45% aqueous potassium hydroxide solution is added to a suspension of 6.3 g (0.02 mol, purity: 95%) N-(3′,4′-dichloro-5-fluorobiphenyl-2-yl)acetamide and 12 ml 2-methoxyethanol. This is heated to 100° C., stirred for 4 hours, cooled and the solvent is distilled off in a vacuum. The residue is mixed with ice water and extracted several times with toluene.

Workup

  1. temperaturecooled
  2. distillationthe solvent is distilled off in a vacuum
  3. additionThe residue is mixed with ice water
  4. extractionextracted several times with toluene

Sources & evidence

ORD record
ord-a145f7e0522d4c7d8523837e2acad2ab
Source dataset
uspto-grants-2010_07
Patent number
US07750186B2

Reaction notes

Loading…