2-(1,3-Dioxolan-2-yl)-1,3-thiazole-5-carboxylic acid → 2-Formylthiazole-5-carboxylic acid

HRID 458423Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 458423
[O:1]1CCO[CH:2]1[C:6]1[S:7][C:8]([C:11]([OH:13])=[O:12])=[CH:9][N:10]=1>Cl>[CH:2]([C:6]1[S:7][C:8]([C:11]([OH:13])=[O:12])=[CH:9][N:10]=1)=[O:1]

Komponenten

3

Edukt 1

HCID 184418922-(1,3-Dioxolan-2-yl)-1,3-thiazole-5-carboxylic acid

Produkt 1

HCID 184418962-Formylthiazole-5-carboxylic acidAusbeute 91,4 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 313Hydrochloric AcidLösungsmittel

Versuchsvorschrift

2-(1,3-dioxolan-2-yl)-1,3-thiazole-5-carboxylic acid (1.40 g, 6.96 mmol) was dissolved in 15 mL of 6N HCl and heated to reflux for 30 min and then cooled to ambient temperature. The organics were extracted twice with EtOAc and then dried(Na2SO4), filtered and concentrated to give the title compound (1.00 g, 6.36 mmol, 91% yield) as an orange solid. 1H NMR (CDCl3, 400 MHz) δ 10.0 (s, 1H), 8.66 (s, 1H), 6.70–6.00 (bs, 1H).

Aufarbeitung

  1. temperatureheated
  2. temperatureto reflux for 30 min
  3. extractionThe organics were extracted twice with EtOAc
  4. filtrationdried(Na2SO4), filtered
  5. concentrationconcentrated

Quellen und Nachweise

ORD-Eintrag
ord-b805159e456a4d82a2ccd748f1b83963
Quelldatensatz
uspto-grants-2007_03
Patentnummer
US07189851B2

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