Water → HCID 19763549, compound

HRID 248490Notes

Reaction equation

HRID 248490 reaction equation
[Se](=O)=O.O.C([C:8]1([Cl:14])[CH2:12][CH:11]=[C:10]([Cl:13])[S:9]1)(=O)C.[O:15]1CC[O:18][CH2:17][CH2:16]1>>[Cl:13][C:10]1[S:9][C:8]([Cl:14])=[CH:12][C:11]=1[C:17](=[O:18])[CH:16]=[O:15]

Participants

5

Reactant 4

HCID 962WaterHCID 24007Selenium DioxideHCID 312751,4-Dioxane2×HCID 19763544HCID 19763544, compound

Product 1

HCID 19763549HCID 19763549, compound

Conditions

Temperature
60 °C

Procedure

A 31.4 g portion of selenium dioxide was added to a solution of 75 ml of dioxane and 10 ml of water and warmed to 60° C. with stirring. A 50 g portion of 2-acetyl-2,5-dichlorothiophene was added and the mixture was stirred at reflux for 7 hours. The mixture was diluted with dioxane, filtered and evaporated to dryness. Ether was added, then heptane and the mixture refrigerated. The solid was collected, giving 30.1 g of 2,5-dichloro-α-oxo-3-thiopheneacetaldehyde.

Workup

  1. stirringthe mixture was stirred
  2. temperatureat reflux for 7 hours
  3. filtrationfiltered
  4. customevaporated to dryness
  5. additionEther was added
  6. customThe solid was collected

Sources & evidence

ORD record
ord-b85234a16d8f4d8bb9d3fe4a2304bfdf
Source dataset
uspto-grants-1993_05
Patent number
US05210193

Reaction notes

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