Water → 2-(1H-Tetrazol-1-YL)benzonitrile

HRID 857713Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 857713
[N:1]1([C:6]2[CH:14]=[CH:13][CH:12]=[CH:11][C:7]=2[C:8]([NH2:10])=O)[CH:5]=[N:4][N:3]=[N:2]1.[OH-].COC(NS([NH3+])(=O)=O)=O.O>O1CCCC1>[N:1]1([C:6]2[CH:14]=[CH:13][CH:12]=[CH:11][C:7]=2[C:8]#[N:10])[CH:5]=[N:4][N:3]=[N:2]1

Komponenten

5

Edukt 3

HCID 962WaterHCID 8559562-(1H-Tetrazol-1-YL)benzamideHCID 21866229(Methoxycarbonylsulfamoyl)ammonium hydroxide

Produkt 1

HCID 218662732-(1H-Tetrazol-1-YL)benzonitrile

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 8028TetrahydrofuranLösungsmittel

Versuchsvorschrift

To a solution of 2-Tetrazol-1-yl-benzamide (1.5 g, 7.9 mmol) in tetrahydrofuran (50 ml) was added (methoxycarbonylsulfamoyl)ammonium hydroxide, inner salt (2.8 g, 11.8 mmol) in three portions over 1.5 h. Water was added and the reaction mixture was extracted with ethyl acetate. The combined organic layers were washed with brine. Drying and solvent evaporation gave 2-Tetrazol-1-yl-benzonitrile; 1H NMR (CDCl3, 400 MHz) δ 9.27 (s, 1H), 7.90 (m, 3H), 7.72 (m, 1H).

Aufarbeitung

  1. extractionthe reaction mixture was extracted with ethyl acetate
  2. washThe combined organic layers were washed with brine
  3. customDrying
  4. customsolvent evaporation

Quellen und Nachweise

ORD-Eintrag
ord-54af1aeb77c341e4bc8749ff41ba408e
Quelldatensatz
uspto-grants-2006_12
Patentnummer
US07144899B2

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