Selenium Dioxide → HCID 20254330, compound

HRID 325366Notes

Reaction equation

HRID 325366 reaction equation
[Se](=O)=O.[O:4]1CCOCC1.[O:10]=[C:11]1[NH:15][C:14]([CH2:16][C:17]([O:19][CH2:20][CH3:21])=[O:18])=[CH:13][S:12]1>O>[O:10]=[C:11]1[NH:15][C:14]([C:16](=[O:4])[C:17]([O:19][CH2:20][CH3:21])=[O:18])=[CH:13][S:12]1

Participants

6

Reactant 4

HCID 24007Selenium DioxideHCID 312751,4-DioxaneHCID 13132597HCID 13132597, compoundHCID 178470767HCID 178470767, compound

Product 1

HCID 20254330HCID 20254330, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

To a solution prepared by heating a mixture of selenium dioxide (0.33 g.), dioxane (15 ml.) and water (0.3 ml.) at 110° C. with stirring was added ethyl 2-(2-oxo-2,3-dihydro-1,3-thiazol-4-yl)acetate, which can be represented as ethyl 2-(2-hydroxy-1,3-thiazol-4-yl)acetate, (0.56 g.) without heating, and then the mixture was stirred for 30 minutes at 110° C. After the reaction, the reaction liquid was separated and the residue was washed with a small amount of dioxane. The reaction liquid and the washings were combined together, and the solvents were distilled off. To the residue was added ethyl acetate, and the mixture was washed with water and dried over magnesium sulfate. The solvent was distilled off from the mixture to give a solid of ethyl 2-(2-oxo-2,3-dihydro-1,3-thiazol-4-yl)glyoxylate, which can be represented as ethyl 2-(2-hydroxy-1,3-thiazol-4-yl)glyoxylate, (0.55 g.)

Workup

  1. customTo a solution prepared
  2. temperatureby heating
  3. temperaturewithout heating
  4. stirringthe mixture was stirred for 30 minutes at 110° C
  5. customAfter the reaction
  6. customthe reaction liquid
  7. customwas separated
  8. washthe residue was washed with a small amount of dioxane
  9. customThe reaction liquid
  10. distillationthe solvents were distilled off
  11. additionTo the residue was added ethyl acetate
  12. washthe mixture was washed with water
  13. dry with materialdried over magnesium sulfate
  14. distillationThe solvent was distilled off from the mixture

Sources & evidence

ORD record
ord-0f698a14e28f425b8707ffa8db8e5878
Source dataset
uspto-grants-1984_04
Patent number
US04440766

Reaction notes

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