Pentyl nitrite → Methyl 1,3-thiazole-5-carboxylate

HRID 2352547

Reaktionsgleichung

Reaktionsgleichung von HRID 2352547
N[C:2]1[S:3][C:4]([C:7]([O:9][CH3:10])=[O:8])=[CH:5][N:6]=1.N(OCCCCC)=O>O1CCOCC1>[S:3]1[C:4]([C:7]([O:9][CH3:10])=[O:8])=[CH:5][N:6]=[CH:2]1

Komponenten

4

Edukt 2

HCID 10026Pentyl nitriteHCID 238005Methyl 2-aminothiazole-5-carboxylate

Produkt 1

HCID 331117Methyl 1,3-thiazole-5-carboxylateAusbeute 44,7 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 312751,4-DioxaneLösungsmittel

Versuchsvorschrift

Methyl 2-aminothiazole-5-carboxylate (79 g, 0.5 mol) was added over a period of 2 hours to a boiling solution of amyl nitrite (117.0 g, 1.0 mol) in dioxan (1 liter). After refluxing for a further half hour, the solvent was removed under reduced pressure and the residue was steam distilled to give a yellow oil which, on trituration with petroleum ether, gave the desired product as a white solid (32.0 g), m.pt. 68° C.

Aufarbeitung

  1. temperatureAfter refluxing for a further half hour
  2. customthe solvent was removed under reduced pressure
  3. distillationdistilled
  4. customto give a yellow oil which

Quellen und Nachweise

ORD-Eintrag
ord-a951ef8f5b97400ebf540e8696ab7d79
Quelldatensatz
uspto-grants-1989_10
Patentnummer
US04877802

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