Water → HCID 23372668, compound

HRID 1899083Notes

Reaction equation

HRID 1899083 reaction equation
[CH3:1][NH:2][C:3]([C:5]1[S:6][C:7]([C:18]2[CH:23]=[CH:22][C:21]([F:24])=[CH:20][CH:19]=2)=[C:8]([C:10]2[CH:15]=[CH:14][C:13]([S:16][CH3:17])=[CH:12][CH:11]=2)[CH:9]=1)=[O:4].I([O-])(=O)(=O)=[O:26].[Na+].O>CO>[CH3:1][NH:2][C:3]([C:5]1[S:6][C:7]([C:18]2[CH:19]=[CH:20][C:21]([F:24])=[CH:22][CH:23]=2)=[C:8]([C:10]2[CH:11]=[CH:12][C:13]([S:16]([CH3:17])=[O:26])=[CH:14][CH:15]=2)[CH:9]=1)=[O:4]

Participants

5

Reactant 3

HCID 962WaterHCID 10808270HCID 10808270, compoundHCID 23667635Sodium periodate

Product 1

HCID 23372668HCID 23372668, compoundYield 63.4%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Conditions

Temperature
0 °C

Procedure

A mixture of N-methyl-5-(4-fluorophenyl)-4-[4-(methylthio)phenyl]thiophene-2-carboxamide (1.66 g), sodium periodate (1.05 g) and water (1 ml) in methanol (100 ml) was stirred at 0° C. for 2 days. The insoluble was filtered and the filtrate was evaporated. The residue was extracted with dichloromethane. The extract was washed with water, dried over magnesium sulfate and concentrated to dryness. The residue was recrystallized from ethanol to give colorless crystals of N-methyl-5-(4-fluorophenyl)-4-[4-(methylsulfinyl)phenyl]thiophene-2-carboxamide (1.1 g).

Workup

  1. filtrationThe insoluble was filtered
  2. customthe filtrate was evaporated
  3. extractionThe residue was extracted with dichloromethane
  4. washThe extract was washed with water
  5. dry with materialdried over magnesium sulfate
  6. concentrationconcentrated to dryness
  7. customThe residue was recrystallized from ethanol

Sources & evidence

ORD record
ord-b60dff2b32724754a02ee82f323a309a
Source dataset
uspto-grants-1996_11
Patent number
US05571810

Reaction notes

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