反応 #312602

反応方程式

hydrochloric acid

potassium carbonate

5-benzylthio-1-methylpyrazole-4-carbohydroxamic acid

allyl bromide

→

aimed product

収率 82.4%

N-allyloxy-5-benzylthio-1-methylpyrazole-4-carboxylic acid amide

収率 82.4%

溶媒

water

toluene

反応条件

後処理

1. 1
   温度After cooling to room temperature
2. 2
   抽出extracted with ethyl acetate
3. 3
   洗浄The resulting ethyl acetate solution was washed with water
4. 4
   乾燥dried over anhydrous sodium sulfate
5. 5
   workup.DISTILLATIONthe solvent was distilled off

実験手順

In a solution of potassium carbonate (1.3 g, 9.4 mmol) in water (10 ml), a solution of 5-benzylthio-1-methylpyrazole-4-carbohydroxamic acid (2.0 g, 7.6 mmol) and allyl bromide (1.1 g, 9.1 mmol) in toluene (10 ml) were added, and stirred at 50° C. for 4 hours. After cooling to room temperature, the mixture was adjusted to pH 1 by adding 35% hydrochloric acid and extracted with ethyl acetate. The resulting ethyl acetate solution was washed with water, dried over anhydrous sodium sulfate, and the solvent was distilled off to obtain the aimed product (1.9 g). Oily substance. Proton nuclear magnetic resonance chemical shift values δ (ppm) (in CDCl3) 3.42 (s, 3H), 3.95 (s, 2H), 4.49 (d, J=6.3 Hz, 2H), 5.33-5.43 (m, 2H), 6.00-6.16 (m, 1H), 6.93-7.00 (m, 2H), 7.21-7.30 (m, 3H), 8.08 (s, 1H), 9.68 (brs, 1H).

出典