反応 #437798

ord-c70a5eba16b7425b8003797554719346

反応方程式

Cl
HCl
N#CCC(=O)Nc1ccccc1
2-cyano-acetanilide
CCC[CH2][Sn]([CH2]CCC)([CH2]CCC)[N]=[N+]=[N-]
tri-n-butyltin azide
O=C(Cc1nnn[nH]1)Nc1ccccc1
2-(1H-tetrazol-5-yl)acetanilide
収率 90.3%

反応条件

詳細条件
See reaction.notes.procedure_details.

後処理

  1. 1
    温度at reflux for 48 hrs
  2. 2
    その他The resulting precipate was collected by suction
  3. 3
    洗浄washed with hexane
  4. 4
    その他dried in vacuo

実験手順

A solution of 2-cyano-acetanilide (0.801 g, 5.0 mmol) and tri-n-butyltin azide (2.05 mL, 7.5 mmol) in anhydrous toluene (10 mL) was heated at reflux for 48 hrs. The mixture was allowed to cool to room temperature and treated with 2.0 N HCl in Et2O (5.0 mL). The resulting precipate was collected by suction, washed with hexane and dried in vacuo to give 2-(1H-tetrazol-5-yl)acetanilide (0.917 g, 90%) as a white solid.

出典

DOI: 10.6084/m9.figshare.5104873.v1特許: US07183260B2uspto-grants-2007_02