反応 #161344

反応方程式

ammonia

2-methoxymethyl-1-(tetrahydropyran-4-yl)-5-trifluoromethylbenzimidazole

2-aminobenzenethiol

→

title compound

収率 8.2%

5-(benzothiazol-2-yl)-2-methoxymethyl-1-(tetrahydropyran-4-yl)benzimidazole

収率 8.2%

反応条件

後処理

1. 1
   温度to cool
2. 2
   workup.ADDITIONice was added
3. 3
   その他to give approx. pH 9
4. 4
   抽出Chloroform extraction
5. 5
   乾燥drying over anhydrous magnesium sulfate
6. 6
   workup.DISTILLATIONthe solvent being distilled off
7. 7
   その他gave a crude product (0.21 g), which
8. 8
   その他was purified by silica gel column chromatography (MeOH/CHCl3=1/20)

実験手順

An eggplant flask was charged with 2-methoxymethyl-1-(tetrahydropyran-4-yl)-5-trifluoromethylbenzimidazole (see Working Example 6-1) (0.102 g, 0.32 mmol), 2-aminobenzenethiol (0.041 g, 0.33 mmol) and polyphosphoric acid (approx. 2 g), and this was heated to 120° C. and stirred for 48 hours. After being allowed to cool, ice was added and concentrated aqueous ammonia (28%) was added to the liquid to give approx. pH 9. Chloroform extraction, drying over anhydrous magnesium sulfate, and the solvent being distilled off gave a crude product (0.21 g), which was purified by silica gel column chromatography (MeOH/CHCl3=1/20) to yield the title compound (0.010 g, 8.1% yield) as a pale yellow powder.

出典