Hydrogen Peroxide → HCID 59474741, compound

HRID 1966555Notes

Reaction equation

HRID 1966555 reaction equation
[OH:1]O.[Cl:3][C:4]1[CH:5]=[C:6]([CH:22]=[CH:23][C:24]=1[Cl:25])[CH2:7][NH:8][C:9]1[C:18]2[C:13](=[C:14]([S:19][CH3:20])[CH:15]=[CH:16][CH:17]=2)[N:12]=[C:11]([CH3:21])[CH:10]=1>C(O)(=O)C>[Cl:3][C:4]1[CH:5]=[C:6]([CH:22]=[CH:23][C:24]=1[Cl:25])[CH2:7][NH:8][C:9]1[C:18]2[C:13](=[C:14]([S:19]([CH3:20])=[O:1])[CH:15]=[CH:16][CH:17]=2)[N:12]=[C:11]([CH3:21])[CH:10]=1

Participants

4

Reactant 2

HCID 784Hydrogen PeroxideHCID 59474731HCID 59474731, compound

Product 1

HCID 59474741HCID 59474741, compoundYield 35.5%

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Procedure

H2O2 (30%, 20.0 mg, 0.55 mmole) was added dropwise to a solution of (3,4-dichlorobenzyl)-(2-methyl-8-methylsulfanylquinolin-4-yl)-amine (100 mg, 0.275 mmole) in acetic acid (3.5 mL) at 0° C. The mixture was stirred at RT 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 isopropyl ether gave the product as a white solid (37 mg, 35%).

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 isopropyl ether

Sources & evidence

ORD record
ord-16248eb833664be7ab8f09f82bca8827
Source dataset
uspto-grants-2013_04
Patent number
US08420670B2

Reaction notes

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