7-Nitro-3-(2-[4-nitrophenoxy]ethyl)-1,2,4,5-tetrahydro-3H-3-benzazepine → 7-Amino-3-(2-[4-aminophenoxy]ethyl)-1,2,4,5-tetrahydro-3H-3-benzazepine

HRID 329370Notes

Reaction equation

HRID 329370 reaction equation
[N+:1]([C:4]1[CH:26]=[CH:25][C:7]2[CH2:8][CH2:9][N:10]([CH2:13][CH2:14][O:15][C:16]3[CH:21]=[CH:20][C:19]([N+:22]([O-])=O)=[CH:18][CH:17]=3)[CH2:11][CH2:12][C:6]=2[CH:5]=1)([O-])=O>C(OCC)(=O)C>[NH2:1][C:4]1[CH:26]=[CH:25][C:7]2[CH2:8][CH2:9][N:10]([CH2:13][CH2:14][O:15][C:16]3[CH:21]=[CH:20][C:19]([NH2:22])=[CH:18][CH:17]=3)[CH2:11][CH2:12][C:6]=2[CH:5]=1

Participants

3

Reactant 1

HCID 198720567-Nitro-3-(2-[4-nitrophenoxy]ethyl)-1,2,4,5-tetrahydro-3H-3-benzazepine

Product 1

HCID 198720517-Amino-3-(2-[4-aminophenoxy]ethyl)-1,2,4,5-tetrahydro-3H-3-benzazepine

Reagents, catalysts & solvents 1

HCID 8857Ethyl AcetateSolvent

Procedure

7-Nitro-3-(2-[4-nitrophenoxy]ethyl)-1,2,4,5-tetrahydro-3H-3-benzazepine (0.42 g) was stirred at room temperature under a hydrogen atmosphere [344.7 kPa (50 p.s.i.)] in ethyl acetate containing 5% Pd/C for 4 hours. The catalyst was then removed by filtration and the filtration evaporated in vacuo to give the title compound as an oil, which was used directly without further purification, yield 0.3 g.

Workup

  1. customThe catalyst was then removed by filtration
  2. filtrationthe filtration
  3. customevaporated in vacuo

Sources & evidence

ORD record
ord-7abc7104b8e2469d9551080ed667939b
Source dataset
uspto-grants-1990_01
Patent number
US04891372

Reaction notes

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