3-nitro-9-isopropyl-9H-carbazole → HCID 11790847, compound

HRID 2184931Notes

Reaction equation

HRID 2184931 reaction equation
[CH:1]([N:4]1[C:16]2[CH:15]=[CH:14][C:13]([N+:17]([O-])=O)=[CH:12][C:11]=2[C:10]2[C:5]1=[CH:6][CH:7]=[CH:8][CH:9]=2)([CH3:3])[CH3:2]>CCO.[Pd]>[CH:1]([N:4]1[C:16]2[CH:15]=[CH:14][C:13]([NH2:17])=[CH:12][C:11]=2[C:10]2[C:5]1=[CH:6][CH:7]=[CH:8][CH:9]=2)([CH3:3])[CH3:2]

Participants

4

Reactant 1

HCID 6174713-nitro-9-isopropyl-9H-carbazole

Product 1

HCID 11790847HCID 11790847, compoundYield 98.4%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 702EthanolSolvent

Procedure

To a solution of 9-Isopropyl-3-nitro-9H-carbazole(1.5 g, 5.89 mmol) in EtOH (100 ml) was added 10% Pd-C (150 mg) and the reaction mixture was hydrogenated with a Parr hydrogenation apparatus at 45 psi H2 pressure for 3 hours. The reaction mixture was filtered and the filtrate concentrated in vacuo to afford the desired product as a solid (1.3 g, 87%).

Workup

  1. filtrationThe reaction mixture was filtered
  2. concentrationthe filtrate concentrated in vacuo

Sources & evidence

ORD record
ord-c589a92b2ef6434d939ce04e5de9da8e
Source dataset
uspto-grants-2002_06
Patent number
US06399631B1

Reaction notes

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