HCID 12891780, compound → 6-amino-3-(dimethyl)amino-1,2,3,4-tetrahydro-9H-carbazole

HRID 128107Notes

Reaction equation

HRID 128107 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 12891780HCID 12891780, compoundHCID 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 0.1 mole 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-47fd8ebbc72d4b33ab4567c0a0a5743f
Source dataset
uspto-grants-1981_03
Patent number
US04257952

Reaction notes

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