m-Chloroperbenzoic acid → HCID 178432296, compound

HRID 464588Notes

Reaction equation

HRID 464588 reaction equation
[Cl:1][C:2]1[CH:24]=[CH:23][C:5]2[C:6]3[C:20](=[O:21])[NH:19][C:18]([CH3:22])=[N:17][C:7]=3[CH2:8][N:9]=[C:10]([C:11]3[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=3)[C:4]=2[CH:3]=1.ClC1C=CC=C(C(OO)=[O:33])C=1>C(Cl)Cl>[Cl:1][C:2]1[CH:24]=[CH:23][C:5]2[C:6]3[C:20](=[O:21])[NH:19][C:18]([CH3:22])=[N:17][C:7]=3[CH2:8][N+:9]([O-:33])=[C:10]([C:11]3[CH:12]=[CH:13][CH:14]=[CH:15][CH:16]=3)[C:4]=2[CH:3]=1

Participants

4

Reactant 2

HCID 70297m-Chloroperbenzoic acidHCID 135759068HCID 135759068, compound

Product 1

HCID 178432296HCID 178432296, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

A solution of 2.8 g (8.3 mmol) of 9-chloro-3-methyl-7-phenyl-5H-pyrimido[4,5-d][2]benzazepin-1(2H)-one and 2.5 g (11.5 mmol) of 85% m-chloroperbenzoic acid in 110 mL of methylene chloride was stirred at room temperature for 2.5 hr. The reaction mixture was washed with saturated aqueous sodium bicarbonate, dried over anhydrous sodium sulfate and concentrated at reduced pressure to give a yellow solid. Recrystallization from methanol gave pale yellow prisms, mp 219°-221°.

Workup

  1. washThe reaction mixture was washed with saturated aqueous sodium bicarbonate
  2. dry with materialdried over anhydrous sodium sulfate
  3. concentrationconcentrated at reduced pressure
  4. customto give a yellow solid
  5. customRecrystallization from methanol
  6. customgave pale yellow prisms, mp 219°-221°

Sources & evidence

ORD record
ord-445ce082f5db42acaf2e3cbbee65510c
Source dataset
uspto-grants-1985_10
Patent number
US04548750

Reaction notes

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