HCID 67254835, compound → HCID 67253030, compound

HRID 2068275Notes

Reaction equation

HRID 2068275 reaction equation
[N+:1]([C:4]1[CH:5]=[C:6]([CH2:17][OH:18])[CH:7]=[CH:8][C:9]=1[NH:10][C:11]1[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=1)([O-])=O.[H][H]>CO.[Pd]>[NH2:1][C:4]1[CH:5]=[C:6]([CH2:17][OH:18])[CH:7]=[CH:8][C:9]=1[NH:10][C:11]1[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=1

Participants

5

Reactant 2

HCID 67254835HCID 67254835, compoundHCID 178418361HCID 178418361, compound

Product 1

HCID 67253030HCID 67253030, compound

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

((3-Nitro-4-(phenylamino)phenyl)methanol (2.141 g, 0.008766 mol) was dissolved in methanol (40 mL) under a nitrogen atmosphere and 10% palladium on carbon (1:9, palladium:carbon black, 0.500 g) was added. The mixture was stirred under one atmosphere of hydrogen for 3 hours. The reaction was filtered, concentrated and the residue dissolved in ethyl acetate, washed with saturated sodium bicarbonate, dried over magnesium sulfate and concentrated to give a crude product that was used directly in the next step.

Workup

  1. filtrationThe reaction was filtered
  2. concentrationconcentrated
  3. dissolutionthe residue dissolved in ethyl acetate
  4. washwashed with saturated sodium bicarbonate
  5. dry with materialdried over magnesium sulfate
  6. concentrationconcentrated

Sources & evidence

ORD record
ord-267b424b7849483f95c210def2894fe8
Source dataset
uspto-grants-2012_10
Patent number
US08293923B2

Reaction notes

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