3-(Dimethylamino)-6-nitro-1,2,3,4-tetrahydrocarbazole → 6-amino-3-(dimethyl)amino-1,2,3,4-tetrahydro-9H-carbazole

HRID 1077350Notes

Reaction equation

HRID 1077350 reaction equation
[CH3:1][N:2]([CH3:19])[CH:3]1[CH2:15][C:14]2[C:13]3[C:8](=[CH:9][CH:10]=[C:11]([N+:16]([O-])=O)[CH:12]=3)[NH:7][C:6]=2[CH2:5][CH2:4]1.[H][H]>[Ni].C(O)C>[CH3:1][N:2]([CH3:19])[CH:3]1[CH2:15][C:14]2[C:13]3[C:8](=[CH:9][CH:10]=[C:11]([NH2:16])[CH:12]=3)[NH:7][C:6]=2[CH2:5][CH2:4]1

Participants

5

Reactant 2

HCID 128917803-(Dimethylamino)-6-nitro-1,2,3,4-tetrahydrocarbazoleHCID 178418361HCID 178418361, compound

Product 1

HCID 226115606-amino-3-(dimethyl)amino-1,2,3,4-tetrahydro-9H-carbazole

Reagents, catalysts & solvents 2

HCID 935NickelCatalystHCID 702EthanolSolvent

Procedure

3-(Dimethylamino)-6-amino-1,2,3,4-tetrahydrocarbazole is prepared by dissolving 0.1mole of 3-(dimethylamino)-6-nitro-1,2,3,4-tetrahydrocarbazole (Example 10) in 400 ml. absolute ethyl alcohol and hydrogenating over Raney nickel at about 350 psig and at room temperature until the required amount of hydrogen has reacted. The resulting 3-(dimethylamino)-6-amino-1,2,3,4-tetrahydrocarbazole can be isolated and purified using conventional procedures.

Workup

  1. custom3-(Dimethylamino)-6-amino-1,2,3,4-tetrahydrocarbazole is prepared

Sources & evidence

ORD record
ord-b421d3c9a8b04a3a869193639a2005b7
Source dataset
uspto-grants-1976_05
Patent number
US03959309

Reaction notes

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