Réaction #4725

Équation de réaction

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

Solvants

THF

Conditions de réaction

Traitement

1. 1
   AutreAfter removal of the THF
2. 2
   Autreby evaporation
3. 3
   Lavagethe solid residue is washed with ether
4. 4
   workup.DISSOLUTIONdissolved in 30 ml of ethanol
5. 5
   Températurewith heating
6. 6
   workup.ADDITION1 ml of 30% hydrogen peroxide is added
7. 7
   FiltrationThe sulphur which separates is filtered off
8. 8
   Concentrationthe filtrate is concentrated by evaporation
9. 9
   Autrethe oily residue is purified by preparative layer chromotography

Mode opératoire

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.

Source