1-(2,3-Dihydroxypropylaminocarbonyl)-3-nitro-5-(1,2-dihydroxyethyl)benzene → 3-(2,3-Dihydroxypropylaminocarbonyl)-5-(1,2-dihydroxyethyl)aniline

HRID 1604162Notes

Reaction equation

HRID 1604162 reaction equation
[OH:1][CH:2]([CH2:20][OH:21])[CH2:3][NH:4][C:5]([C:7]1[CH:12]=[C:11]([CH:13]([OH:16])[CH2:14][OH:15])[CH:10]=[C:9]([N+:17]([O-])=O)[CH:8]=1)=[O:6]>CO.O.[Pd]>[OH:1][CH:2]([CH2:20][OH:21])[CH2:3][NH:4][C:5]([C:7]1[CH:8]=[C:9]([CH:10]=[C:11]([CH:13]([OH:16])[CH2:14][OH:15])[CH:12]=1)[NH2:17])=[O:6]

Participants

5

Reactant 1

HCID 184293651-(2,3-Dihydroxypropylaminocarbonyl)-3-nitro-5-(1,2-dihydroxyethyl)benzene

Product 1

HCID 184292253-(2,3-Dihydroxypropylaminocarbonyl)-5-(1,2-dihydroxyethyl)aniline

Reagents, catalysts & solvents 3

HCID 23938PalladiumCatalystHCID 887MethanolSolventHCID 962WaterSolvent

Procedure

1-(2,3-Dihydroxypropylaminocarbonyl)-3-nitro-5-(1,2-dihydroxyethyl)benzene (0.40 g, 1.32 mmol) was dissolved in a mixture of methanol (40 ml) and water (20 ml). The solution was hydrogenated at 60 psi using a Pd/C catalyst (10%, 50 mg). The solution was filtered through celite and the solvents were removed by evaporation. The product was >95% pure by HPLC analysis and was used without further purification.

Workup

  1. filtrationThe solution was filtered through celite
  2. customthe solvents were removed by evaporation
  3. customwas used without further purification

Sources & evidence

ORD record
ord-d3853f860ef14d2e87567ade49fa947e
Source dataset
uspto-grants-1999_11
Patent number
US05993780

Reaction notes

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