7-Nitro-3-(5-nitrobenzofur-2-ylmethyl)-1,2,4,5-tetrahydro-3H-3-benzazepine → 7-Amino-3-(5-aminobenzofur-2-ylmethyl)-1,2,4,5-tetrahydro-3H-3-benzazepine

HRID 620735Notes

Reaction equation

HRID 620735 reaction equation
[N+:1]([C:4]1[CH:27]=[CH:26][C:7]2[CH2:8][CH2:9][N:10]([CH2:13][C:14]3[O:15][C:16]4[CH:22]=[CH:21][C:20]([N+:23]([O-])=O)=[CH:19][C:17]=4[CH:18]=3)[CH2:11][CH2:12][C:6]=2[CH:5]=1)([O-])=O>[Pd].C(O)C>[NH2:1][C:4]1[CH:27]=[CH:26][C:7]2[CH2:8][CH2:9][N:10]([CH2:13][C:14]3[O:15][C:16]4[CH:22]=[CH:21][C:20]([NH2:23])=[CH:19][C:17]=4[CH:18]=3)[CH2:11][CH2:12][C:6]=2[CH:5]=1

Participants

4

Reactant 1

HCID 212450557-Nitro-3-(5-nitrobenzofur-2-ylmethyl)-1,2,4,5-tetrahydro-3H-3-benzazepine

Product 1

HCID 212450567-Amino-3-(5-aminobenzofur-2-ylmethyl)-1,2,4,5-tetrahydro-3H-3-benzazepine

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 702EthanolSolvent

Procedure

7-Nitro-3-(5-nitrobenzofur-2-ylmethyl)-1,2,4,5-tetrahydro-3H-3-benzazepine (0.74 g) was stirred at room temperature under a hydrogen atmosphere [344.7 kPa (50 p.s.i.)] in an ethanol solution containing 5% Pd/C for 2 hours. The catalyst was then removed by filtration and the filtrate evaporated in vacuo to give the title compound as a foam which was used without further purification, yield 0.58 g.

Workup

  1. customThe catalyst was then removed by filtration
  2. customthe filtrate evaporated in vacuo

Sources & evidence

ORD record
ord-5fd09ab5051e445ca1ae2c093b706285
Source dataset
uspto-grants-1989_04
Patent number
US04822793

Reaction notes

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