HCID 58356410, compound → HCID 58356391, compound

HRID 244611Notes

Reaction equation

HRID 244611 reaction equation
C([O:3][CH:4](OCC)[C:5]1[S:6][C:7]([CH:15]([CH3:17])[CH3:16])=[C:8]([C:10]([O:12][CH2:13][CH3:14])=[O:11])[N:9]=1)C>Cl.CC(C)=O>[CH:4]([C:5]1[S:6][C:7]([CH:15]([CH3:16])[CH3:17])=[C:8]([C:10]([O:12][CH2:13][CH3:14])=[O:11])[N:9]=1)=[O:3]

Participants

4

Reactant 1

HCID 58356410HCID 58356410, compound

Product 1

HCID 58356391HCID 58356391, compoundYield 99.9%

Reagents, catalysts & solvents 2

HCID 180AcetoneSolventHCID 313Hydrochloric AcidSolvent

Procedure

A solution of ethyl 2-[bis(ethyloxy)methyl]-5-(1-methylethyl)-1,3-thiazole-4-carboxylate (430 mg) in a mixture of 10% 1M hydrochloric acid solution in acetone (50 ml) was heated at reflux for 1 h. The mixture was concentrated in vacuo, taken up in DCM (20 ml), washed with saturated sodium bicarbonate solution (10 ml), separated by hydrophobic frit and evaporated to give the title compound as a yellow oil (324 mg).

Workup

  1. temperaturewas heated
  2. temperatureat reflux for 1 h
  3. concentrationThe mixture was concentrated in vacuo
  4. washwashed with saturated sodium bicarbonate solution (10 ml)
  5. customseparated by hydrophobic frit
  6. customevaporated

Sources & evidence

ORD record
ord-9f69d89128984d8d9d098b578146c644
Source dataset
uspto-grants-2014_02
Patent number
US08658635B2

Reaction notes

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