Ethanol → HCID 86755584, compound

HRID 1870802Notes

Reaction equation

HRID 1870802 reaction equation
C([C:4]1[CH:8]=[C:7]([CH3:9])[S:6][C:5]=1[CH3:10])(=O)C.[NH:11]1[CH2:16][CH2:15][O:14]CC1.[S].C([OH:20])C>>[N-:11]1[CH2:9][CH2:7][S:6][CH2:5][CH2:4]1.[CH3:10][C:5]1[S:6][C:7]([CH3:9])=[CH:8][C:4]=1[CH2:16][C:15]([OH:14])=[O:20]

Participants

5

Reactant 4

HCID 702EthanolHCID 8083MorpholineHCID 5201913-Acetyl-2,5-dimethylthiopheneHCID 5362487Sulfur

Product 1

HCID 86755584HCID 86755584, compound

Procedure

10.0 g (64.8 mmol) of 3-acetyl-2,5-dimethylthiophene, 13.0 ml (13.0 g; 149 mmol) of morpholine and 3.49 g (109 mmol) of sulfur are heated under reflux for 16 hours. The mixture is cooled, poured into 20 ml of ethanol and concentrated, water is added, and the mixture is extracted with dichloromethane. Drying over magnesium sulfate, filtration and concentration gives 16.6 g of an oil which is purified by column chromatography on silica gel with dichloromethane/ethyl acetate 1:1.

Workup

  1. temperatureunder reflux for 16 hours
  2. temperatureThe mixture is cooled
  3. concentrationconcentrated
  4. additionwater is added
  5. extractionthe mixture is extracted with dichloromethane
  6. dry with materialDrying over magnesium sulfate, filtration and concentration

Sources & evidence

ORD record
ord-dd6372924f8a4a789728d789173cad1d
Source dataset
uspto-grants-2000_08
Patent number
US06100220

Reaction notes

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