3-acetyl-7-nitro-2,3,4,5-tetrahydro-1H-benzo[d]azepine → HCID 21822924, compound

HRID 1668599Notes

Reaction equation

HRID 1668599 reaction equation
[N+:1]([C:4]1[CH:17]=[CH:16][C:7]2[CH2:8][CH2:9][N:10]([C:13](=[O:15])[CH3:14])[CH2:11][CH2:12][C:6]=2[CH:5]=1)([O-])=O>C(O)C>[NH2:1][C:4]1[CH:17]=[CH:16][C:7]2[CH2:8][CH2:9][N:10]([C:13](=[O:15])[CH3:14])[CH2:11][CH2:12][C:6]=2[CH:5]=1

Participants

3

Reactant 1

HCID 218229223-acetyl-7-nitro-2,3,4,5-tetrahydro-1H-benzo[d]azepine

Product 1

HCID 21822924HCID 21822924, compoundYield 90.3%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

To a solution of 1-(7-nitro-1,2,4,5-tetrahydrobenzo[d]azepin-3-yl)ethanone (4.0 g) in ethanol (120 ml) 10% Pd/C was added (150 mg) and the mixture hydrogenated for 1 h under a pressure of 30 psi of H2. The mixture was filtered through a celite pad and concentrated to afford a white solid (3.15 g, 90% yield).

Workup

  1. filtrationThe mixture was filtered through a celite pad
  2. concentrationconcentrated

Sources & evidence

ORD record
ord-d442dd9c40d54316bd6589f67b6fd415
Source dataset
uspto-grants-2011_08
Patent number
US07989444B2

Reaction notes

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