反応 #985257

ord-6f616e102d984141acf2882765e3dfaa

反応方程式

O=[N+]([O-])c1ccc(/C=C/c2nc3ccccc3s2)cc1
2-(4-nitrophenylethenyl)benthiazole
O=[N+]([O-])c1ccc(/C=C/c2nc3ccccc3s2)cc1
Trans-2-(4-Nitrophenylethenyl)benzothiazole
O.O.[Cl][Sn][Cl]
tin (II) chloride dihydrate
Nc1ccc(C=Cc2nc3ccccc3s2)cc1
product 12
収率 9.3%
Nc1ccc(C=Cc2nc3ccccc3s2)cc1
2-(4-Aminophenylethenyl)benzothiazole
収率 9.3%

溶媒

反応条件

詳細条件
See reaction.notes.procedure_details.

後処理

  1. 1
    温度was refluxed under N2 for 4 hrs
  2. 2
    その他Ethanol was removed by vacuum evaporation
  3. 3
    workup.DISSOLUTIONThe residue was dissolved into ethyl acetate (20 ml)
  4. 4
    洗浄washed with NaOH solution (1 N, 3×20 ml) and water (3×20 ml)
  5. 5
    乾燥dried over MgSO4
  6. 6
    その他Evaporation to dryness

実験手順

A mixture of 2-(4-nitrophenylethenyl)benthiazole 11 (500 mg, 1.7 mmol) and tin (II) chloride dihydrate (1.18 g, 5.2 mmol) in anhydrous ethanol (20 ml) was refluxed under N2 for 4 hrs. Ethanol was removed by vacuum evaporation. The residue was dissolved into ethyl acetate (20 ml), washed with NaOH solution (1 N, 3×20 ml) and water (3×20 ml), and dried over MgSO4. Evaporation to dryness gave 40 mg (8.0%) of product 12.

出典

DOI: 10.6084/m9.figshare.5104873.v1特許: US07351401B2uspto-grants-2008_04