反応 #77263

反応方程式

2-amino-3-methyl-1-butanol

5-[3,6-Dihydro-3-methyl-2,6-dioxo-4-(trifluoromethyl)-1(2H)-pyrimidinyl]-1,2-benzisothiazole-3-carboxylic acid chloride

→

title compound

収率 86.2%

5-[3,6-Dihydro-3-methyl-2,6-dioxo-4-(trifluoromethyl)-1(2H)-pyrimidinyl]-N-[1-(hydroxymethyl)-2-methylpropyl]-1,2-benzisothiazole-3-carboxamide

収率 86.2%

溶媒

diethyl ether

tetrahydrofuran

tetrahydrofuran

反応条件

後処理

1. 1
   洗浄washed with 1M aqueous hydrochloric acid, saturated sodium bicarbonate and brine
2. 2
   乾燥dried over anhydrous magnesium sulfate
3. 3
   濃縮concentrated in vacuo
4. 4
   その他The residue is chromatographed on silica gel with hexanes-ethyl acetate

実験手順

To a solution of 2-amino-3-methyl-1-butanol (1.39 g, 13.5 mmol) in anhydrous tetrahydrofuran at 0° C. is added dropwise a solution of 5-[3,6-Dihydro-3-methyl-2,6-dioxo-4-(trifluoromethyl)-1(2H)-pyrimidinyl]-1,2-benzisothiazole-3-carboxylic acid chloride (2.10 g, 5.39 mmol) in tetrahydrofuran. The resultant mixture is stirred 7.5 hours at ambient temperature, diluted with diethyl ether, washed with 1M aqueous hydrochloric acid, saturated sodium bicarbonate and brine, dried over anhydrous magnesium sulfate and concentrated in vacuo. The residue is chromatographed on silica gel with hexanes-ethyl acetate to afford the title compound as a solid (2.12 g, 86.2%, mp 120° C.) which is identified by NMR spectral analysis.

出典