1-[(Benzo-1,4-dioxan-2-yl)-methyl]-4-(5-chloro-2-nitroanilino)-piperidine → 1-[(Benzo-1,4-dioxan-2-yl)-methyl]-4-(5-chloro-2-aminoanilino)-piperidine

HRID 2417803Notes

Reaction equation

HRID 2417803 reaction equation
[O:1]1[C:6]2[CH:7]=[CH:8][CH:9]=[CH:10][C:5]=2[O:4][CH2:3][CH:2]1[CH2:11][N:12]1[CH2:17][CH2:16][CH:15]([NH:18][C:19]2[CH:24]=[C:23]([Cl:25])[CH:22]=[CH:21][C:20]=2[N+:26]([O-])=O)[CH2:14][CH2:13]1.[H][H]>[Ni].C(O)C>[O:1]1[C:6]2[CH:7]=[CH:8][CH:9]=[CH:10][C:5]=2[O:4][CH2:3][CH:2]1[CH2:11][N:12]1[CH2:17][CH2:16][CH:15]([NH:18][C:19]2[CH:24]=[C:23]([Cl:25])[CH:22]=[CH:21][C:20]=2[NH2:26])[CH2:14][CH2:13]1

Participants

5

Reactant 2

HCID 204467111-[(Benzo-1,4-dioxan-2-yl)-methyl]-4-(5-chloro-2-nitroanilino)-piperidineHCID 178418361HCID 178418361, compound

Product 1

HCID 204467041-[(Benzo-1,4-dioxan-2-yl)-methyl]-4-(5-chloro-2-aminoanilino)-piperidine

Reagents, catalysts & solvents 2

HCID 935NickelCatalystHCID 702EthanolSolvent

Procedure

20 g of 1-[(benzo-1,4-dioxan-2-yl)-methyl]-4-(5-chloro-2-nitroanilino)-piperidine were hydrogenated under normal pressure and at room temperature, using 4 g of Raney nickel as a catalyst in 200 ml of ethanol. When the uptake of hydrogen had ended, the mixture was filtered, the material on the filter was rinsed with ethanol and the filtrate was concentrated.

Workup

  1. customwere hydrogenated under normal pressure and at room temperature
  2. filtrationthe mixture was filtered
  3. washthe material on the filter was rinsed with ethanol
  4. concentrationthe filtrate was concentrated

Sources & evidence

ORD record
ord-684dece3bc2445b8890d86e1f3f22fce
Source dataset
uspto-grants-1984_09
Patent number
US04470989

Reaction notes

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