Réaction #3941

Équation de réaction

sodium hydroxide

thiourea

1-(4-chlorobenzyl)-4-(3-chloropropyl)homopiperazine

ethanol

→

3-[4-(4-chlorobenzyl)homopiperazin-1-yl]propanethiol

Rendement 39.1%

Solvants

water

Conditions de réaction

Traitement

1. 1
   TempératureThe mixture was refluxed for 6 hours
2. 2
   Températurethe resulting solution was refluxed for 4 hours
3. 3
   AutreThe ethanol was removed in vacuo, and water
4. 4
   workup.ADDITIONwas added to the residue
5. 5
   ExtractionThe product was extracted with methylene chloride
6. 6
   Séchagethe extract was dried (sodium sulfate)
7. 7
   Concentrationconcentrated

Mode opératoire

4.1 g of thiourea were added to a mixture of 8.0 g of 1-(4-chlorobenzyl)-4-(3-chloropropyl)homopiperazine and 100 ml of reagent ethanol. The mixture was refluxed for 6 hours and then stirred overnight at room temperature. A solution of 5.0 g of sodium hydroxide in 30 ml of water was added, and the resulting solution was refluxed for 4 hours. The ethanol was removed in vacuo, and water was added to the residue. The product was extracted with methylene chloride, and the extract was dried (sodium sulfate) and concentrated to give 3.1 g (39% of theory) of 3-[4-(4-chlorobenzyl)homopiperazin-1-yl]propanethiol as a yellow oil.

Source