Potassium Carbonate → HCID 67390461, compound

HRID 910861Notes

Reaction equation

HRID 910861 reaction equation
[NH2:1][C:2]1[CH:7]=[CH:6][C:5]([Cl:8])=[CH:4][C:3]=1[OH:9].[Cl:10][C:11]1[CH:16]=[C:15]([N+:17]([O-:19])=[O:18])[CH:14]=[CH:13][C:12]=1F.C(=O)([O-])[O-].[K+].[K+]>CN(C=O)C>[Cl:8][C:5]1[CH:6]=[CH:7][C:2]([NH2:1])=[C:3]([O:9][C:12]2[CH:13]=[CH:14][C:15]([N+:17]([O-:19])=[O:18])=[CH:16][C:11]=2[Cl:10])[CH:4]=1

Participants

5

Reactant 3

HCID 11430Potassium CarbonateHCID 676882-Chloro-1-fluoro-4-nitrobenzeneHCID 915912-Amino-5-chlorophenol

Product 1

HCID 67390461HCID 67390461, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

A mixture of 2-amino-5-chlorophenol (11.0 g), 2-chloro-1-fluoro-4-nitrobenzene (1.5 g) and potassium carbonate (2.8 g) in dry DMF (20 ml) was stirred room temperature for 1 h then heated at 60° C. for 2 h. The mixture was partitioned between water/ethyl acetate, the organics separated, washed with water, dried and evaporated under reduced pressure. The residue was purified by chromatography on silica eluting with 10% ethylacetate/isohexane, yield 1.96 g.

Workup

  1. temperaturethen heated at 60° C. for 2 h
  2. customThe mixture was partitioned between water/ethyl acetate
  3. washthe organics separated, washed with water
  4. customdried
  5. customevaporated under reduced pressure
  6. customThe residue was purified by chromatography on silica eluting with 10% ethylacetate/isohexane, yield 1.96 g

Sources & evidence

ORD record
ord-1fbd7de181e54509872bbaf938b4ca3b
Source dataset
uspto-grants-2011_09
Patent number
US08022248B2

Reaction notes

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