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 342316

Reaction equation

HRID 342316 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-3fef2e0fd73e4034b382883679878e2e
Source dataset
uspto-grants-1999_01
Patent number
US05856564

Linked notes

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