反応 #77244

反応方程式

hydrochloric acid

boron trichloride

3-[3-(3-methoxy-2-thienyl)-1,2-benzisothiazol-5-yl]-1-methyl-6-(trifluoromethyl)uracil

→

title compound

収率 72.2%

3-[3-(3-Hydroxy-2-thienyl)-1,2-benzisothiazol-5-yl]-1-methyl-6-(trifluoromethyl)uracil

収率 72.2%

溶媒

methylene chloride

反応条件

後処理

1. 1
   抽出The mixture is extracted with methylene chloride
2. 2
   洗浄The organic layer is washed with water and brine
3. 3
   乾燥dried over anhydrous magnesium sulfate
4. 4
   濃縮concentrated in vacuo to an oil
5. 5
   その他The oil is crystallized in ether

実験手順

To a mixture of 3-[3-(3-methoxy-2-thienyl)-1,2-benzisothiazol-5-yl]-1-methyl-6-(trifluoromethyl)uracil(0.500 g, 1.14 mmol) and methylene chloride at −5° C. is added boron trichloride (1M in methylene chloride, 2.30 ml, 2.3 mmol) via syringe. The resultant mixture is stirred two hours at −5° C., warmed to room temperature, stirred overnight and poured into cold 10% hydrochloric acid. The mixture is extracted with methylene chloride. The organic layer is washed with water and brine, dried over anhydrous magnesium sulfate and concentrated in vacuo to an oil. The oil is crystallized in ether to afford the title compound as pale yellow-green crystals (0.350 g, 72.2%) which is characterized by NMR spectral analysis.

出典