Water → Ethyl 2-methyl-1,3-thiazole-4-carboxylate

HRID 501823

Reaktionsgleichung

Reaktionsgleichung von HRID 501823
[C:1](=[S:4])([NH2:3])[CH3:2].Br[CH2:6][C:7](=O)[C:8]([O:10][CH2:11][CH3:12])=[O:9].C(OCC)(=O)C.O>C(O)C>[CH3:2][C:1]1[S:4][CH:6]=[C:7]([C:8]([O:10][CH2:11][CH3:12])=[O:9])[N:3]=1

Komponenten

6

Edukt 4

HCID 962WaterHCID 8857Ethyl AcetateHCID 66144Ethyl bromopyruvateHCID 2723949Thioacetamide

Produkt 1

HCID 293353Ethyl 2-methyl-1,3-thiazole-4-carboxylate

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 702EthanolLösungsmittel

Versuchsvorschrift

5.00 g of ethanethioamide was suspended in 50 mL of ethanol, to which 9.3 mL of ethyl 3-bromo-2-oxopropanoate was added dropwise at room temperature, and this suspension was stirred for one hour while heating it under reflux. The reaction mixture was cooled to room temperature and added to a mixture of ethyl acetate and water, followed by separation of the organic phase therefrom. After the resultant organic phase was washed with water and a saturated sodium chloride solution successively, the washed phase was dried over anhydrous magnesium sulfate, and the solvent was distilled out under reduced pressure to yield 2.30 g of ethyl 2-methyl-1,3-thiazole-4-carboxylate as white solid.

Aufarbeitung

  1. additionwas added dropwise at room temperature
  2. temperaturewhile heating it
  3. temperatureunder reflux
  4. customfollowed by separation of the organic phase
  5. washAfter the resultant organic phase was washed with water
  6. dry with materiala saturated sodium chloride solution successively, the washed phase was dried over anhydrous magnesium sulfate
  7. distillationthe solvent was distilled out under reduced pressure

Quellen und Nachweise

ORD-Eintrag
ord-3e4f7b4a41df49049212ab0dd143a4e6
Quelldatensatz
uspto-grants-2010_08
Patentnummer
US07772285B2

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