Methanol → N-(3-methoxybenzyl)-N-methyl-2-(3,5-dichlorophenyl)-2-(phenylsulfinyl)acetamide

HRID 1666302

Reaktionsgleichung

Reaktionsgleichung von HRID 1666302
[CH3:1][O:2][C:3]1[CH:4]=[C:5]([CH:27]=[CH:28][CH:29]=1)[CH2:6][N:7]([CH3:26])[C:8](=[O:25])[CH:9]([C:17]1[CH:22]=[C:21]([Cl:23])[CH:20]=[C:19]([Cl:24])[CH:18]=1)[S:10][C:11]1[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=1.I([O-])(=O)(=O)=[O:31].[Na+].CO>O>[CH3:1][O:2][C:3]1[CH:4]=[C:5]([CH:27]=[CH:28][CH:29]=1)[CH2:6][N:7]([CH3:26])[C:8](=[O:25])[CH:9]([C:17]1[CH:22]=[C:21]([Cl:23])[CH:20]=[C:19]([Cl:24])[CH:18]=1)[S:10]([C:11]1[CH:12]=[CH:13][CH:14]=[CH:15][CH:16]=1)=[O:31]

Komponenten

5

Edukt 3

HCID 887MethanolHCID 23667635Sodium periodateHCID 67081950N-(3-methoxy-benzyl)-N-methyl-2-(3,5-dichlorophenyl)-2-(phenylsulfanyl)-acetamide

Produkt 1

HCID 67081689N-(3-methoxybenzyl)-N-methyl-2-(3,5-dichlorophenyl)-2-(phenylsulfinyl)acetamide

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 962WaterLösungsmittel

Versuchsvorschrift

A mixture of the acetamide derivative from step 5 above (1.5 g), sodium metaperiodate (1.15 g), methanol (30 ml) and water (20 ml) was heated under reflux for 2 hours. The reaction mixture was filtered and the filtrate concentrated to dryness. The residue was purified by chromatography on silica gel using ethyl acetate as eluent, giving N-(3-methoxybenzyl)-N-methyl-2-(3,5-dichlorophenyl)-2-(phenylsulfinyl)acetamide (1.2 g) as a viscous oil.

Aufarbeitung

  1. temperaturewas heated
  2. temperatureunder reflux for 2 hours
  3. filtrationThe reaction mixture was filtered
  4. concentrationthe filtrate concentrated to dryness
  5. customThe residue was purified by chromatography on silica gel

Quellen und Nachweise

ORD-Eintrag
ord-a0b7aca4d3904e72858c032298ffcdd6
Quelldatensatz
uspto-grants-2011_10
Patentnummer
US08044067B2

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