Water → HCID 66868950, compound

HRID 250740Notes

Reaction equation

HRID 250740 reaction equation
[Mn]([O-])(=O)(=O)=O.[K+].[C:7]1([C:13]#[C:14][C:15]2[CH:20]=[CH:19][C:18]([NH:21][CH2:22][CH:23]([CH3:25])[CH3:24])=[C:17]([N+:26]([O-:28])=[O:27])[CH:16]=2)[CH:12]=[CH:11][CH:10]=[CH:9][CH:8]=1.C(=O)(O)[O-:30].[Na+].S([O-])([O-])(=O)=O.[Mg+2].S([O-])([O-])=O.[Na+].[Na+].[OH2:46]>CC(C)=O>[C:7]1([C:13](=[O:30])[C:14]([C:15]2[CH:20]=[CH:19][C:18]([NH:21][CH2:22][CH:23]([CH3:24])[CH3:25])=[C:17]([N+:26]([O-:28])=[O:27])[CH:16]=2)=[O:46])[CH:12]=[CH:11][CH:10]=[CH:9][CH:8]=1

Participants

8

Reactant 6

HCID 962WaterHCID 24083Sulfuric acid magnesium salt (1:1)HCID 24437Sodium SulfiteHCID 516875Potassium PermanganateHCID 516892Sodium BicarbonateHCID 66869067HCID 66869067, compound

Product 1

HCID 66868950HCID 66868950, compoundYield 69%

Reagents, catalysts & solvents 1

HCID 180AcetoneSolvent

Procedure

Add potassium permanganate (2.49 g) to a mixture of 1-phenyl-2-(3-nitro-4-(isobutylamino)phenyl)acetylene (1.17 g), sodium bicarbonate (0.20 g), and magnesium sulfate (0.98 g), in water (5 mL) and acetone (5 mL). Stir at room temperature over night. Pour into saturated aqueous sodium sulfite, extract with ethyl acetate, dry over sodium sulfate, and concentrate under reduced pressure to provide the title compound as a red solid (0.89 g, 69%).

Workup

  1. extractionextract with ethyl acetate
  2. dry with materialdry over sodium sulfate
  3. concentrationconcentrate under reduced pressure

Sources & evidence

ORD record
ord-4732987ff16c464ea7868561deb3b0b4
Source dataset
uspto-grants-2011_01
Patent number
US07863310B2

Reaction notes

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