Hydrogen Peroxide → HCID 59474756, compound

HRID 1966556Notes

Reaction equation

HRID 1966556 reaction equation
[OH:1]O.[Cl:3][C:4]1[CH:5]=[C:6]([CH:23]=[CH:24][C:25]=1[Cl:26])[CH2:7][NH:8][C:9]1[C:18]2[C:13](=[C:14]([S:19]([CH3:21])=[O:20])[CH:15]=[CH:16][CH:17]=2)[N:12]=[C:11]([CH3:22])[CH:10]=1>C(O)(=O)C>[Cl:3][C:4]1[CH:5]=[C:6]([CH:23]=[CH:24][C:25]=1[Cl:26])[CH2:7][NH:8][C:9]1[C:18]2[C:13](=[C:14]([S:19]([CH3:21])(=[O:1])=[O:20])[CH:15]=[CH:16][CH:17]=2)[N:12]=[C:11]([CH3:22])[CH:10]=1

Participants

4

Reactant 2

HCID 784Hydrogen PeroxideHCID 59474741HCID 59474741, compound

Product 1

HCID 59474756HCID 59474756, compoundYield 61.3%

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Conditions

Temperature
70 °C

Procedure

H2O2 (30%, 18.0 mg, 0.53 mmole) was added dropwise to a solution of (3,4-dichlorobenzyl)-(8-methanesulfinyl-2-methylquinolin-4-yl)-amine (50 mg, 0.132 mmole) in acetic acid (3.5 mL) at 0° C. The mixture was stirred at 70° C. for 16 hrs, concentrated by half, 2N NaOH was added and the resulting mixture was extracted with ethyl acetate. The organic phases were dried and concentrated. Precipitation in ethyl acetate gave the product as white solid (32 mg, 61%).

Workup

  1. concentrationconcentrated by half, 2N NaOH
  2. additionwas added
  3. extractionthe resulting mixture was extracted with ethyl acetate
  4. customThe organic phases were dried
  5. concentrationconcentrated
  6. customPrecipitation in ethyl acetate

Sources & evidence

ORD record
ord-2c0e5f55bb8c4ec58b7ef2a507473288
Source dataset
uspto-grants-2013_04
Patent number
US08420670B2

Reaction notes

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