反応 #62035

反応方程式

HCl

KOH

cyanoacetamide

3-phenoxy-phenyl isothiocyanate

→

2-cyano-2-(3-phenoxy-phenylthiocarbamoyl)-acetamide

収率 72.4%

溶媒

water

DMF

反応条件

後処理

1. 1
   workup.ADDITIONTo a suspension of 85%
2. 2
   温度cooled in a water bath at room temperature
3. 3
   workup.ADDITIONrising to 28° C. during the addition
4. 4
   workup.STIRRINGThe solution was stirred at room temperature for 16 h
5. 5
   抽出extracted with ethyl acetate
6. 6
   その他to remove small amounts of starting material and by-products
7. 7
   その他The aqueous layer was isolated
8. 8
   ろ過The resulting tan precipitate was filtered
9. 9
   洗浄washed with water
10. 10
    その他dried for 16 hours in a vacuum oven

実験手順

To a suspension of 85% powdered KOH in 20 ml DMF was added 1.74 g of cyanoacetamide at room temperature. The solution was stirred at room temperature for 15 minutes and then cooled in a water bath at room temperature. To this solution 4.7 g of 3-phenoxy-phenyl isothiocyanate was added dropwise. The solution exothermed slightly with the internal temperature rising to 28° C. during the addition. The solution was stirred at room temperature for 16 h, then diluted with 150 ml water and extracted with ethyl acetate to remove small amounts of starting material and by-products. The aqueous layer was isolated and acidified with 1N HCl to pH 1 with vigorous stirring. The resulting tan precipitate was filtered, washed with water, and dried for 16 hours in a vacuum oven to afford 4.66 g of 2-cyano-2-(3-phenoxy-phenylthiocarbamoyl)-acetamide.

出典