Potassium Bicarbonate → HCID 69689811, compound

HRID 276018Notes

Reaction equation

HRID 276018 reaction equation
[K:1].[C:2]1([S:8]([NH:11][C:12](=[O:36])[C:13]2[CH:18]=[CH:17][C:16]([N+:19]([O-])=O)=[C:15]([NH:22][CH2:23][C:24]3[CH:29]=[CH:28][C:27]([C:30]4[CH:35]=[CH:34][CH:33]=[CH:32][CH:31]=4)=[CH:26][CH:25]=3)[CH:14]=2)(=[O:10])=[O:9])[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.C(=O)([O-])O.[K+].[H][H]>[Pd].CO>[K:1].[C:2]1([S:8]([NH:11][C:12](=[O:36])[C:13]2[CH:18]=[CH:17][C:16]([NH2:19])=[C:15]([NH:22][CH2:23][C:24]3[CH:29]=[CH:28][C:27]([C:30]4[CH:31]=[CH:32][CH:33]=[CH:34][CH:35]=4)=[CH:26][CH:25]=3)[CH:14]=2)(=[O:9])=[O:10])[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1

Participants

6

Reactant 3

HCID 516893Potassium BicarbonateHCID 69689666HCID 69689666, compoundHCID 178418361HCID 178418361, compound

Product 1

HCID 69689811HCID 69689811, compoundYield 78.2%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

Five-percent palladium on carbon (0.64 g) was added to a mixture containing 4.27 g of N-benzenesulfonyl-3-(biphenyl-4-ylmethylamino)-4-nitrobenzamide potassium salt, 10.7 g of a 20% potassium hydrogencarbonate aqueous solution and 200 ml of methanol, and the mixture was stirred in a hydrogen atmosphere at 35° C. for 14 hours. The crystals precipitated were dissolved in 400 ml of a mixed solution of acetone and water (at a ratio of 5:2). The solid material was separated through filtration. The filtrate was concentrated, and the crystals precipitated were separated through filtration, and were dried to give 3.15 g of N-benzenesulfonyl-4-amino-3-(biphenyl-4-ylmethylamino)benzamide potassium salt.

Workup

  1. customThe crystals precipitated
  2. dissolutionwere dissolved in 400 ml of a mixed solution of acetone and water (at a ratio of 5:2)
  3. customThe solid material was separated through filtration
  4. concentrationThe filtrate was concentrated
  5. customthe crystals precipitated
  6. customwere separated through filtration
  7. customwere dried

Sources & evidence

ORD record
ord-68577d8339d0447983f839238e3eae95
Source dataset
uspto-grants-2002_03
Patent number
US06352985B1

Reaction notes

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