Ethanol → Ethyl thieno[2,3-b]pyrazine-6-carboxylate

HRID 1184858Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1184858
[N:1]1[CH:6]=[CH:5][N:4]=[C:3]2[S:7][C:8]([C:10]([OH:12])=[O:11])=[CH:9][C:2]=12.OS(O)(=O)=O.C([O-])([O-])=O.[Na+].[Na+].[CH2:24](O)[CH3:25]>>[N:1]1[CH:6]=[CH:5][N:4]=[C:3]2[S:7][C:8]([C:10]([O:12][CH2:24][CH3:25])=[O:11])=[CH:9][C:2]=12

Komponenten

5

Edukt 4

HCID 702EthanolHCID 1118Sulfuric AcidHCID 10340Sodium CarbonateHCID 7164578Thieno[2,3-b]pyrazine-6-carboxylic acid

Produkt 1

HCID 12299125Ethyl thieno[2,3-b]pyrazine-6-carboxylateAusbeute 80 %

Reaktionsbedingungen

Temperatur
80 °C

Versuchsvorschrift

Thieno[3,2-b]pyrazine-6-carboxylic acid (2 g, 11.10 mmol) was dissolved in ethanol (30 mL). Concentrate H2SO4 (5.92 mL, 111 mmol) was slowly added. The resulting mixture was heated at 80° C. overnight. The reaction mixture was cooled en neutralized with saturated Na2CO3 solution. The resulting precipitate was collected to give ethyl thieno[3,2-b]pyrazine-6-carboxylate 86 (1.85 g, 80%) as a brown solid. (m/z)=209 (M+H)+.

Aufarbeitung

  1. temperatureThe reaction mixture was cooled
  2. customThe resulting precipitate was collected

Quellen und Nachweise

ORD-Eintrag
ord-1a170fe38cc94ee5b3b9fc34d5c35f85
Quelldatensatz
uspto-grants-2014_03
Patentnummer
US08669256B2

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