Reacción #988019

Ecuación de reacción

sodium chloride

3-methylsulfonyl-5-(2-chlorophenyl)-1,2,4-thiadiazole

3-methylsulfinyl-5-(2-chlorophenyl)-1,2,4-thiadiazole

2-pentyne-1-ol

sodium hydride

→

5-(2-chlorophenyl)-3-(2-pentynyloxy)-1,2,4-thiadiazole

Disolventes

N,N-dimethylformamide

Condiciones de reacción

Tratamiento posterior

1. 1
   Temperaturacooling
2. 2
   workup.STIRRINGfurther stirred at room temperature for 1 hour
3. 3
   Extracciónthe mixture was extracted with t-butyl methyl ether
4. 4
   OtroThe residue obtained by concentration of the organic layer

Procedimiento

In 3 ml of N,N-dimethylformamide, 400 mg of a mixture of 3-methylsulfonyl-5-(2-chlorophenyl)-1,2,4-thiadiazole and 3-methylsulfinyl-5-(2-chlorophenyl)-1,2,4-thiadiazole, and 136 mg of 2-pentyne-1-ol were dissolved, to the resulting solution was added 65 mg of sodium hydride (60% oily) with ice-cooling, and the mixture was stirred for 1 hour, and further stirred at room temperature for 1 hour. Then, the reaction mixture was added to an aqueous saturated sodium chloride solution, and the mixture was extracted with t-butyl methyl ether. The residue obtained by concentration of the organic layer was subjected to silica gel column chromatography to obtain 220 mg of 5-(2-chlorophenyl)-3-(2-pentynyloxy)-1,2,4-thiadiazole (the compound (77) of the present invention).

Fuente