Reacción #312602

Ecuación de reacción

hydrochloric acid

potassium carbonate

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

allyl bromide

→

aimed product

Rendimiento 82.4%

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

Rendimiento 82.4%

Disolventes

water

toluene

Condiciones de reacción

Tratamiento posterior

1. 1
   TemperaturaAfter cooling to room temperature
2. 2
   Extracciónextracted with ethyl acetate
3. 3
   LavadoThe resulting ethyl acetate solution was washed with water
4. 4
   Secadodried over anhydrous sodium sulfate
5. 5
   workup.DISTILLATIONthe solvent was distilled off

Procedimiento

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).

Fuente