反应 #312598

反应方程式

water

5-benzylthio-3-chloro-1-methylpyrazole-4-carboxylic acid chloride

allyloxyamine hydrochloride

triethylamine

→

desired product

收率 101.5%

(5-benzylthio-3-chloro-1-methylpyrazol-4-yl)-N-allyloxycarboxylic acid amide

收率 101.5%

溶剂

tetrahydrofuran

tetrahydrofuran

反应条件

后处理

1. 1
   workup.ADDITIONwas added at 0° C.
2. 2
   workup.STIRRINGAfter stirring at room temperature for 1 hour
3. 3
   萃取extracted with ethyl acetate
4. 4
   洗涤The resulting ethyl acetate solution was washed with saturated sodium chloride aqueous solution
5. 5
   干燥dried over anhydrous sodium sulfate
6. 6
   workup.DISTILLATIONthe solvent was distilled off

实验过程

In a suspension of allyloxyamine hydrochloride (2.3 g, 21 mmol) in tetrahydrofuran (20 ml), 2.9 g (29 mmol) of triethylamine was added at 0° C., stirred at room temperature for 5 minutes and then a solution of 5-benzylthio-3-chloro-1-methylpyrazole-4-carboxylic acid chloride (2.1 g, 7.0 mmol) in tetrahydrofuran (10 ml) was added dropwise. After stirring at room temperature for 1 hour, water (100 ml) was added and extracted with ethyl acetate. The resulting ethyl acetate solution was washed with saturated sodium chloride aqueous solution, dried over anhydrous sodium sulfate and the solvent was distilled off to obtain the desired product (2.4 g). Oily substance. Proton nuclear magnetic resonance chemical shift values δ (ppm) (in CDCl3) 3.45 (s, 3H), 4.11 (s, 2H), 4.53 (d, J=6.3 Hz, 2H), 5.34-5.45 (m, 2H), 6.00-6.13 (m, 1H), 7.03-7.06 (m, 2H), 7.24-7.28 (m, 3H), 9.14 (brs, 1H).

来源