HCID 18921581, compound → HCID 18921640, compound

HRID 1289470Notes

Reaction equation

HRID 1289470 reaction equation
I([O-])(=O)(=O)=[O:2].[Na+].[CH3:7][N:8]([CH3:20])[CH2:9][CH2:10][S:11][C:12]1[CH:19]=[CH:18][C:15]([CH:16]=[O:17])=[CH:14][CH:13]=1>O.CO>[CH3:7][N:8]([CH3:20])[CH2:9][CH2:10][S:11]([C:12]1[CH:19]=[CH:18][C:15]([CH:16]=[O:17])=[CH:14][CH:13]=1)=[O:2]

Participants

5

Reactant 2

HCID 18921581HCID 18921581, compoundHCID 23667635Sodium periodate

Product 1

HCID 18921640HCID 18921640, compoundYield 53%

Reagents, catalysts & solvents 2

HCID 887MethanolSolventHCID 962WaterSolvent

Conditions

Temperature
0 °C

Procedure

Sodium periodate (512 mg, 2.39 mmol) was dissolved in water (10 ml) and cooled to 0° C. 4-(2-Dimethylaminoethylthio)benzaldehyde (0.5 g, 2.39 mmol), prepared as described in Reference Example 2, was then added in methanol (2 ml) and the reaction mixture stirred at room temperature and then later warmed to 35° C. After 7 hours the reaction mixture was basified using sodium carbonate and exhaustively extracted with dichloromethane, dried over magnesium sulphate and the solvent removed in vacuo to yield the title compound as an oil in a yield of 53%.

Workup

  1. temperaturelater warmed to 35° C
  2. extractionsodium carbonate and exhaustively extracted with dichloromethane
  3. dry with materialdried over magnesium sulphate
  4. customthe solvent removed in vacuo

Sources & evidence

ORD record
ord-62299317f3a54365bb5acac769374be9
Source dataset
uspto-grants-1998_05
Patent number
US05750530

Reaction notes

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