HCID 178526409, compound → HCID 178507218, compound

HRID 477767Notes

Reaction equation

HRID 477767 reaction equation
[OH:1][C:2]1[C:3]([OH:19])=[N:4][C:5]2[CH:6]=[C:7]([N+:16]([O-])=O)[C:8]3[CH2:15][CH2:14][CH2:13][CH2:12][C:9]=3[C:10]=2[N:11]=1>CN(C)C=O.[Pd]>[NH2:16][C:7]1[C:8]2[CH2:15][CH2:14][CH2:13][CH2:12][C:9]=2[C:10]2[N:11]=[C:2]([OH:1])[C:3]([OH:19])=[N:4][C:5]=2[CH:6]=1

Participants

4

Reactant 1

HCID 178526409HCID 178526409, compound

Product 1

HCID 178507218HCID 178507218, compound

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 6228DimethylformamideSolvent

Procedure

A solution of 7,8,9,10-tetrahydro-2,3-dihydroxy-6-nitrobenzo(f)quinoxaline (1.5 g, 5.7 mmol) in 50 ml of N,N-dimethylformamide was hydrogenated at atmospheric pressure and room temperature in the presence of 5% palladium-on-charcoal. The catalyst was filtered off, and the filtrate was evaporated to dryness. The residue was triturated with water, the solid was collected and washed with water, and ethanol affording 1.2 g (90%) of the amino compound.

Workup

  1. filtrationThe catalyst was filtered off
  2. customthe filtrate was evaporated to dryness
  3. customThe residue was triturated with water
  4. customthe solid was collected
  5. washwashed with water, and ethanol affording 1.2 g (90%) of the amino compound

Sources & evidence

ORD record
ord-8e4400a9e07d45619fb90449a21b637e
Source dataset
uspto-grants-1989_12
Patent number
US04889855

Reaction notes

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