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Potassium Hydroxide → 2-(Methoxymethyl)-4-methyl-1,3-thiazole-5-carboxylic acid

HRID 248420
Notizen
Druckvorschau

Reaktionsgleichung

Reaktionsgleichung von HRID 248420
[OH-].[K+].C([O:5][C:6]([C:8]1[S:12][C:11]([CH2:13][O:14][CH3:15])=[N:10][C:9]=1[CH3:16])=[O:7])C>C(O)C>[CH3:15][O:14][CH2:13][C:11]1[S:12][C:8]([C:6]([OH:7])=[O:5])=[C:9]([CH3:16])[N:10]=1
KomponentenVersuchsvorschriftAufarbeitungQuellen und NachweiseNotizen zur Reaktion

Komponenten

4

Edukt 2

HCID 14797Potassium HydroxideHCID 53930828HCID 53930828, Verbindung

Produkt 1

HCID 200880752-(Methoxymethyl)-4-methyl-1,3-thiazole-5-carboxylic acid

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 702EthanolLösungsmittel

Versuchsvorschrift

6.7 g of 85% potassium hydroxide in 100 ml of ethanol are added at room temperature to 22.1 g of 2-methoxymethyl-4-methylthiazole-5-carboxylic acid ethyl ester and the reaction mixture is then heated under reflux for 18 hours. After cooling, the ethanol is evaporated off and the residue is dissolved in 200 ml of water. After stirring with active carbon, the mixture is filtered over Hyflo and the filtrate is acidified with concentrated hydrochloric acid with vigorous stirring. The resulting yellowish crystals are filtered off, washed with water and dried. After recrystallisation from tetrahydrofuran/petroleum ether (30°-45° C.) (=10:1) the yellowish crystals melt at 168°-169.5° C.

Aufarbeitung

  1. temperaturethe reaction mixture is then heated
  2. temperatureunder reflux for 18 hours
  3. temperatureAfter cooling
  4. customthe ethanol is evaporated off
  5. dissolutionthe residue is dissolved in 200 ml of water
  6. filtrationthe mixture is filtered over Hyflo
  7. filtrationThe resulting yellowish crystals are filtered off
  8. washwashed with water
  9. customdried
  10. customAfter recrystallisation from tetrahydrofuran/petroleum ether (30°-45° C.) (=10:1) the yellowish crystals
  11. custommelt at 168°-169.5° C.

Quellen und Nachweise

ORD-Eintrag
ord-c45df4e6d14646bfb3a918a2f45cdc13
Quelldatensatz
uspto-grants-1993_05
DOI
10.6084/m9.figshare.5104873.v1
Patentnummer
US05210205

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