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

HRID 383020Notes

Reaction equation

HRID 383020 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-f3e46c34ca734eca9793adbba11b5f19
Source dataset
uspto-grants-2001_10
Patent number
US06310243B1

Reaction notes

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