Sodium Acetate Trihydrate → 1H-3-benzazepine-2,4(3H,5H)-dione

HRID 1668595Notes

Reaction equation

HRID 1668595 reaction equation
Br.Br[C:3]1[N:9]=[C:8](N)[CH2:7][C:6]2[CH:11]=[CH:12][CH:13]=[CH:14][C:5]=2[CH:4]=1.[OH2:15].[OH2:16].O.C([O-])(=O)C.[Na+]>O>[CH2:4]1[C:5]2[CH:14]=[CH:13][CH:12]=[CH:11][C:6]=2[CH2:7][C:8](=[O:15])[NH:9][C:3]1=[O:16]

Participants

4

Reactant 2

HCID 23665404Sodium Acetate TrihydrateHCID 67359392HCID 67359392, compound

Product 1

HCID 7405391H-3-benzazepine-2,4(3H,5H)-dioneYield 90%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Conditions

Temperature
85 °C

Procedure

4-Bromo-1H-benzo[d]azepin-2-ylamine hydrobromide (41.2 g) was dissolved in 600 ml of H2O that was previously heated to 85° C. Sodium acetate trihydrate (18.5 g) was added portion wise and the solution was heated to 90° C. for 3 h. Cooling to room temperature caused the precipitation of a white solid that was filtered-off, washed with water and desiccated under reduced pressure to afford the title compound (20.4 g, 90% yield).

Workup

  1. temperaturethe solution was heated to 90° C. for 3 h
  2. temperatureCooling to room temperature
  3. customthe precipitation of a white solid
  4. washwashed with water

Sources & evidence

ORD record
ord-6ef3e92dbc6c43c1a0f5aab0cf6b39f4
Source dataset
uspto-grants-2011_08
Patent number
US07989444B2

Reaction notes

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