Hydrogen Peroxide → HCID 13280942, compound

HRID 1903627Notes

Reaction equation

HRID 1903627 reaction equation
[OH:1]O.S(=O)(=O)(O)O.[Cl:8][C:9]1[CH:30]=[CH:29][C:12]2[C:13]3[C:14](=[CH:25][NH:26][C:27]=3[CH3:28])[CH2:15][N:16]=[C:17]([C:18]3[CH:23]=[CH:22][CH:21]=[CH:20][C:19]=3[Cl:24])[C:11]=2[CH:10]=1>C(O)(=O)C.C(Cl)Cl.[OH-].[NH4+]>[Cl:8][C:9]1[CH:30]=[CH:29][C:12]2[C:13]3[CH:27]([CH3:28])[NH:26][C:25](=[O:1])[C:14]=3[CH2:15][N:16]=[C:17]([C:18]3[CH:23]=[CH:22][CH:21]=[CH:20][C:19]=3[Cl:24])[C:11]=2[CH:10]=1

Participants

7

Reactant 3

HCID 784Hydrogen PeroxideHCID 1118Sulfuric AcidHCID 13067111HCID 13067111, compound

Product 1

HCID 13280942HCID 13280942, compound

Reagents, catalysts & solvents 3

HCID 176Acetic AcidSolventHCID 6344DichloromethaneSolventHCID 14923Ammonium HydroxideSolvent

Procedure

In one portion, 1 ml of 30% hydrogen peroxide was added to 40 ml of a 1% solution of concentrated sulfuric acid in acetic acid. After stirring for 1 hour, 2.0 g (5.8 mmol) of 8-chloro-6-(2-chlorophenyl)-1-methyl-2H,4H-pyrrolo[3,4-d][2]benzazepine were added, and the resulting mixture was stirred at room temperature for 30 minutes. The mixture was diluted with methylene chloride and neutralized with concentrated ammonium hydroxide solution. The methylene chloride solution was dried over anhydrous sodium sulfate and concentrated at reduced pressure to a dark residue. Crystallization from ethyl acetate gave 8-chloro-6-(2-chlorophenyl)-1,4-dihydro-1-methylpyrrolo[3,4-d][2]benzazepin-3(2H)-one as pale yellow prisms, mp 239°-241° C.

Workup

  1. stirringthe resulting mixture was stirred at room temperature for 30 minutes
  2. dry with materialThe methylene chloride solution was dried over anhydrous sodium sulfate
  3. concentrationconcentrated at reduced pressure to a dark residue
  4. customCrystallization from ethyl acetate

Sources & evidence

ORD record
ord-9f9f74059eff4edeb0c704c4b30f24cd
Source dataset
uspto-grants-1984_03
Patent number
US04436662

Reaction notes

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