HCID 18429305, compound → HCID 18429209, compound

HRID 1604142Notes

Reaction equation

HRID 1604142 reaction equation
[OH:1][CH2:2][C:3]1[CH:8]=[C:7]([C:9]([NH:11][CH2:12][CH:13]([OH:16])[CH2:14][OH:15])=[O:10])[CH:6]=[C:5]([N+:17]([O-])=O)[CH:4]=1>CO.[Pd]>[OH:1][CH2:2][C:3]1[CH:4]=[C:5]([CH:6]=[C:7]([C:9]([NH:11][CH2:12][CH:13]([OH:16])[CH2:14][OH:15])=[O:10])[CH:8]=1)[NH2:17]

Participants

4

Reactant 1

HCID 18429305HCID 18429305, compound

Product 1

HCID 18429209HCID 18429209, compound

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

1-Hydroxymethyl-3-nitro-5-(2,3-dihydroxypropylaminocarbonyl)benzene (12.0 g, 44.4 mmol) was hydrogenated in methanol (150 ml) at 60 psi H2 using Pd/C (10%, 100 mg) as the catalyst. The catalyst was removed by filtration and the residue was evaporated. Addition of methanol (10 ml) precipitated the product as a white solid which was filtered off and dried. Yield: 6.6 g (62%).

Workup

  1. customThe catalyst was removed by filtration
  2. customthe residue was evaporated
  3. additionAddition of methanol (10 ml)
  4. customprecipitated the product as a white solid which
  5. filtrationwas filtered off
  6. customdried

Sources & evidence

ORD record
ord-dad4aa43b43d48e180dd735fce235102
Source dataset
uspto-grants-1999_11
Patent number
US05993780

Reaction notes

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