Réaction #3886

Équation de réaction

thiourea

benzyl-4-(3-chloropropyl)piperazine dihydrochloride

triethylamine

sodium hydroxide

→

3-(4-benzylpiperazin-1-yl)propanethiol dihydrochloride

Rendement 78.0%

Solvants

ethanol

water

Conditions de réaction

Traitement

1. 1
   Températurethe mixture was refluxed for 8 hours
2. 2
   Températurethe resulting mixture was refluxed for 4 additional hours
3. 3
   AutreThe ethanol was removed in vacuo, and water
4. 4
   workup.ADDITIONadded to the residue which
5. 5
   Extractionwas extracted with methylene chloride
6. 6
   Séchagedried (sodium sulfate)
7. 7
   Autrethe salt was precipitated with ethereal hydrochloric acid

Mode opératoire

15 g of thiourea were added to a solution of 35 g of -benzyl-4-(3-chloropropyl)piperazine dihydrochloride, 20 g of triethylamine and 250 ml of reagent ethanol, and the mixture was refluxed for 8 hours. After the addition of a solution of 10 g of sodium hydroxide in 50 ml of water, the resulting mixture was refluxed for 4 additional hours. The ethanol was removed in vacuo, and water added to the residue which was extracted with methylene chloride, dried (sodium sulfate), and the salt was precipitated with ethereal hydrochloric acid to give 25.1 g (78% of theory) of 3-(4-benzylpiperazin-1-yl)propanethiol dihydrochloride as a white crystalline solid, M.p. 270°-273° C. (dec.).

Source