6-(4-Nitrobenzoyl)-2,3-dimethyl-3,4,5,6-tetrahydroimidazo[4,5-d][1]benzazepine → 6-(4-Aminobenzoyl)-2,3-dimethyl-3,4,5,6-tetrahydroimidazo[4,5-d][1]benzazepine

HRID 1354

Reaction equation

HRID 1354 reaction equation
[N+:1]([C:4]1[CH:27]=[CH:26][C:7]([C:8]([N:10]2[C:16]3[CH:17]=[CH:18][CH:19]=[CH:20][C:15]=3[C:14]3[N:21]=[C:22]([CH3:25])[N:23]([CH3:24])[C:13]=3[CH2:12][CH2:11]2)=[O:9])=[CH:6][CH:5]=1)([O-])=O>CO.[C].[Pd]>[NH2:1][C:4]1[CH:27]=[CH:26][C:7]([C:8]([N:10]2[C:16]3[CH:17]=[CH:18][CH:19]=[CH:20][C:15]=3[C:14]3[N:21]=[C:22]([CH3:25])[N:23]([CH3:24])[C:13]=3[CH2:12][CH2:11]2)=[O:9])=[CH:6][CH:5]=1

Participants

4

Reactant 1

HCID 699555616-(4-Nitrobenzoyl)-2,3-dimethyl-3,4,5,6-tetrahydroimidazo[4,5-d][1]benzazepine

Product 1

HCID 699556416-(4-Aminobenzoyl)-2,3-dimethyl-3,4,5,6-tetrahydroimidazo[4,5-d][1]benzazepine

Reagents, catalysts & solvents 2

HCID 178418390HCID 178418390, compoundCatalystHCID 887MethanolSolvent

Procedure

A 1.421 g portion of 6-(4-nitrobenzoyl)-2,3-dimethyl-3,4,5,6-tetrahydroimidazo[4,5-d][1]benzazepine was dissolved in 50 ml of methyl alcohol, and the solution was mixed with 300 mg of palladium-carbon and subjected to hydrogenation under normal pressure. After completion of the hydrogen absorption, the reaction mixture was subjected to filtration and the resulting filtrate was concentrated to obtain 571 mg of 6-(4-aminobenzoyl)-2,3-dimethyl-3,4,5,6-tetrahydroimidazo[4,5-d][1]benzazepine.

Workup

  1. customAfter completion of the hydrogen absorption
  2. filtrationthe reaction mixture was subjected to filtration
  3. concentrationthe resulting filtrate was concentrated

Sources & evidence

ORD record
ord-b911c15a1a684981b9d7562f530a2f04
Source dataset
uspto-grants-1998_03
Patent number
US05723606

Linked notes

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