Hydrazine hydrate (1:1) → HCID 13338332, compound

HRID 1906523Notes

Reaction equation

HRID 1906523 reaction equation
[Cl:1][C:2]1[C:12]2[CH2:11][CH2:10][N:9]([CH3:13])[CH2:8][CH2:7][C:6]=2[C:5]([N+:14]([O-])=O)=[CH:4][CH:3]=1.O.NN>C(O)C.[Ni]>[NH2:14][C:5]1[C:6]2[CH2:7][CH2:8][N:9]([CH3:13])[CH2:10][CH2:11][C:12]=2[C:2]([Cl:1])=[CH:3][CH:4]=1

Participants

5

Reactant 2

HCID 24654Hydrazine hydrate (1:1)HCID 13338331HCID 13338331, compound

Product 1

HCID 13338332HCID 13338332, compound

Reagents, catalysts & solvents 2

HCID 935NickelCatalystHCID 702EthanolSolvent

Procedure

A solution of 10 g (0.04 mol) of the nitro compound and 6.0 ml of hydrazine hydrate in 400 ml of ethanol was warmed to 45° while activated Raney nickel was added in small portions until the evolution of gas ceased. The mixture was cooled, filtered through a filter aid and concentrated to give 9-amino-6-chloro-3-methyl-2,3,4,5-tetrahydro-1H-3-benzazepine.

Workup

  1. additionwas added in small portions until the evolution of gas
  2. temperatureThe mixture was cooled
  3. filtrationfiltered through a filter aid
  4. concentrationconcentrated

Sources & evidence

ORD record
ord-f8ae2fdf2855480e8c4a25cdcb0393af
Source dataset
uspto-grants-1987_03
Patent number
US04652642

Reaction notes

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