Potassium Carbonate → HCID 21562509, compound

HRID 1580655Notes

Reaction equation

HRID 1580655 reaction equation
[Cl:1][C:2]1[CH:3]=[CH:4][C:5]2[N:11]3[C:12]([CH3:15])=[CH:13][N:14]=[C:10]3[CH2:9][N:8]=[C:7]([C:16]3[CH:21]=[CH:20][CH:19]=[CH:18][C:17]=3[Cl:22])[C:6]=2[CH:23]=1.ClC1C=CC=C(C(OO)=[O:32])C=1.C(=O)([O-])[O-].[K+].[K+]>C(O)C>[Cl:1][C:2]1[CH:3]=[CH:4][C:5]2[N:11]3[C:12]([CH3:15])=[CH:13][N:14]=[C:10]3[CH2:9][N+:8]([O-:32])=[C:7]([C:16]3[CH:21]=[CH:20][CH:19]=[CH:18][C:17]=3[Cl:22])[C:6]=2[CH:23]=1

Participants

5

Reactant 3

HCID 11430Potassium CarbonateHCID 70297m-Chloroperbenzoic acidHCID 21562701HCID 21562701, compound

Product 1

HCID 21562509HCID 21562509, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

A stirred mixture is 1.0 g. of 8-chloro-6-(2-chlorophenyl)-1-methyl-4H-imidazo[1,2-a][1,4]benzodiazepine (Ia) in absolute ethanol in an ice bath is treated with 1.0 g. of m-chloroperbenzoic acid. The mixture is allowed to stand in the ice bath for about 8 hours at room temperature at about 24° C. for approximately 18 hours. It is then concentrated in vacuo, the residue thus obtained is suspended in aqueous, cold, dilute potassium carbonate solution and extracted with methylene chloride. The extract is washed with water, dried and concentrated in vacuo. The residue thus obtained is chromatographed on 100 g. of silica gel to give 8-chloro-6-(2-chlorophenyl)-1-methyl-4H-imidazo[1,2-a][1,4]benzodiazepine-5-oxide

Workup

  1. concentrationIt is then concentrated in vacuo
  2. customthe residue thus obtained
  3. extractionextracted with methylene chloride
  4. washThe extract is washed with water
  5. customdried
  6. concentrationconcentrated in vacuo
  7. customThe residue thus obtained
  8. customis chromatographed on 100 g

Sources & evidence

ORD record
ord-b9bcd2aecbd145b99514be58628e6b22
Source dataset
uspto-grants-1976_01
Patent number
US03933794

Reaction notes

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