HCID 19808787, compound → HCID 86746367, compound

HRID 374029Notes

Reaction equation

HRID 374029 reaction equation
[CH3:1][N:2]([CH3:26])[CH2:3][CH2:4][N:5]1[C:21](=[O:22])[C:20]2[C:19]3[C:18]4[C:13](=[CH:14][CH:15]=[C:16]([N+:23]([O-])=O)[CH:17]=4)[NH:12][C:11]=3[CH:10]=[CH:9][C:8]=2[C:6]1=[O:7].[H][H]>CO.[C].[Pd]>[CH3:1][N:2]([CH3:26])[CH2:3][CH2:4][N:5]1[C:21](=[O:22])[C:20]2[C:19]3[C:18]4[C:13](=[CH:14][CH:15]=[C:16]([NH2:23])[CH:17]=4)[NH:12][C:11]=3[CH:10]=[CH:9][C:8]=2[C:6]1=[O:7]

Participants

5

Reactant 2

HCID 19808787HCID 19808787, compoundHCID 178418361HCID 178418361, compound

Product 1

HCID 86746367HCID 86746367, compoundYield 55%

Reagents, catalysts & solvents 2

HCID 178418390HCID 178418390, compoundCatalystHCID 887MethanolSolvent

Procedure

In 30 ml of methanol was dissolved 60 mg of N-(2-dimethylaminoethyl)-6-nitrocarbazole-3,4-dicarboximide. Thereto was added 30 mg of 5% palladium-carbon. The mixture was subjected to catalytic reduction in a hydrogen atmosphere at room temperature at atmospheric pressure for 5 hours. Thereto was added Celite, and the resulting mixture was filtered. The filtrate was concentrated under reduced pressure. The residue was mixed with diethyl ether, and the mixture was stirred for 10 minutes. The resulting crystals were collected by filtration and dried to obtain 30 mg (yield: 55%) of N-(2-dimethylaminoethyl)-6-aminocarbazole-3,4-dicarboximide as orange crystals.

Workup

  1. additionThereto was added Celite
  2. filtrationthe resulting mixture was filtered
  3. concentrationThe filtrate was concentrated under reduced pressure
  4. additionThe residue was mixed with diethyl ether
  5. filtrationThe resulting crystals were collected by filtration
  6. customdried

Sources & evidence

ORD record
ord-33861ba49c954866b68dad52ab3216d6
Source dataset
uspto-grants-1992_11
Patent number
US05166204

Reaction notes

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