Potassium Acetate → HCID 18931681, compound

HRID 727439Notes

Reaction equation

HRID 727439 reaction equation
[NH2:1][C:2]1[C:7]([S:8]([O-:11])(=[O:10])=[O:9])=[CH:6][C:5](Br)=[CH:4][C:3]=1[C:13]1[CH:18]=[CH:17][CH:16]=[C:15]([N+:19]([O-:21])=[O:20])[CH:14]=1.[Na+].C([O-])=O.[NH4+].C([O-])(=O)C.[K+]>CN(C)C=O.C1C=CC([P]([Pd]([P](C2C=CC=CC=2)(C2C=CC=CC=2)C2C=CC=CC=2)([P](C2C=CC=CC=2)(C2C=CC=CC=2)C2C=CC=CC=2)[P](C2C=CC=CC=2)(C2C=CC=CC=2)C2C=CC=CC=2)(C2C=CC=CC=2)C2C=CC=CC=2)=CC=1>[NH2:1][C:2]1[C:7]([S:8]([OH:11])(=[O:10])=[O:9])=[CH:6][CH:5]=[CH:4][C:3]=1[C:13]1[CH:18]=[CH:17][CH:16]=[C:15]([N+:19]([O-:21])=[O:20])[CH:14]=1

Participants

6

Reactant 3

HCID 517044Potassium AcetateHCID 2723923Ammonium formateHCID 18931673HCID 18931673, compound

Product 1

HCID 18931681HCID 18931681, compound

Reagents, catalysts & solvents 2

HCID 178418397HCID 178418397, compoundCatalystHCID 6228DimethylformamideSolvent

Conditions

Temperature
75 °C

Procedure

A mixture of 8 g (20 mmol) of sodium 2-amino-5-bromo-3'-nitro[1,1'-biphenyl]-3-sulphonate, 7.6 g (120 mmol) of ammonium formate, 2.35 g (24 mmol) of potassium acetate and 1.38 g (1.2 mmol) of tetrakis(triphenylphosphine)palladium (0) in dimethylformamide is heated at 75° C. for 8 hours. The reaction medium is then concentrated under reduced pressure and the residue is purified by chromatography on an RP 18 column, eluting with a water/acetonitrile mixture (8:2). The product is recrystallized from an ethanol/ether mixture.

Workup

  1. concentrationThe reaction medium is then concentrated under reduced pressure
  2. customthe residue is purified by chromatography on an RP 18 column
  3. washeluting with a water/acetonitrile mixture (8:2)
  4. customThe product is recrystallized from an ethanol/ether mixture

Sources & evidence

ORD record
ord-39888e14818241e2bfa1ad1ffdc29d54
Source dataset
uspto-grants-1998_01
Patent number
US05712393

Reaction notes

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