Reacción #4725

Ecuación de reacción

benzoyl isothiocyanate

N-[2-hydroxy-3-[3-(1-piperidinylmethyl)phenoxy]propyl]-hydrazine carbothioamide

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N-Benzoyl-N'-[2-hydroxy-3-[3-(1-piperidinylmethyl)phenoxy]propyl]-1,3,4-thiadiazole-2,5-diamine

Disolventes

THF

Condiciones de reacción

Tratamiento posterior

1. 1
   OtroAfter removal of the THF
2. 2
   Otroby evaporation
3. 3
   Lavadothe solid residue is washed with ether
4. 4
   workup.DISSOLUTIONdissolved in 30 ml of ethanol
5. 5
   Temperaturawith heating
6. 6
   workup.ADDITION1 ml of 30% hydrogen peroxide is added
7. 7
   FiltraciónThe sulphur which separates is filtered off
8. 8
   Concentraciónthe filtrate is concentrated by evaporation
9. 9
   Otrothe oily residue is purified by preparative layer chromotography

Procedimiento

0.33 g (2 mmol) of benzoyl isothiocyanate are added to 0.68 g (2 mmol) of N-[2-hydroxy-3-[3-(1-piperidinylmethyl)phenoxy]propyl]-hydrazine carbothioamide in 20 ml of THF and the reaction mixture is stirred overnight at room temperature. After removal of the THF by evaporation, the solid residue is washed with ether and dissolved in 30 ml of ethanol with heating, and 1 ml of 30% hydrogen peroxide is added. The sulphur which separates is filtered off, the filtrate is concentrated by evaporation and the oily residue is purified by preparative layer chromotography.

Fuente