Hydrochloric Acid → 5-Isopropyl-2-methylthiazole-4-carboxylic acid

HRID 244625Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 244625
[CH3:1][C:2]1[S:3][C:4]([CH:12]([CH3:14])[CH3:13])=[C:5]([C:7]([O:9]CC)=[O:8])[N:6]=1.Cl>O1CCOCC1.Cl>[CH3:1][C:2]1[S:3][C:4]([CH:12]([CH3:14])[CH3:13])=[C:5]([C:7]([OH:9])=[O:8])[N:6]=1

Komponenten

5

Edukt 2

HCID 313Hydrochloric AcidHCID 58356351Ethyl 2-methyl-5-(1-methylethyl)-1,3-thiazole-4-carboxylate

Produkt 1

HCID 150939445-Isopropyl-2-methylthiazole-4-carboxylic acidAusbeute 98,4 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 313Hydrochloric AcidKatalysatorHCID 312751,4-DioxaneLösungsmittel

Versuchsvorschrift

Ethyl 2-methyl-5-(1-methylethyl)-1,3-thiazole-4-carboxylate (200 mg) was dissolved in 1,4-dioxane (2 ml). Hydrochloric acid (2 ml) was added and the mixture was heated at reflux under nitrogen for 18 h. One drop of concentrated hydrochloric acid was added and the mixture was heated at reflux for 72 h. The mixture was cooled to RT, the solvent was removed in vacuo and toluene (15 ml) was added. The solvent was removed in vacuo to give a brown oil which solidified on standing. The product was dried in a vacuum oven overnight to give the title compound (171 mg) as a brown solid.

Aufarbeitung

  1. temperaturethe mixture was heated
  2. temperatureat reflux under nitrogen for 18 h
  3. temperaturethe mixture was heated
  4. temperatureat reflux for 72 h
  5. customthe solvent was removed in vacuo and toluene (15 ml)
  6. additionwas added
  7. customThe solvent was removed in vacuo
  8. customto give a brown oil which
  9. customThe product was dried in a vacuum oven overnight

Quellen und Nachweise

ORD-Eintrag
ord-a67bd060ef314631bd504549663bad36
Quelldatensatz
uspto-grants-2014_02
Patentnummer
US08658635B2

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