Réaction #3892

Équation de réaction

cyclohexyl isocyanate

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

→

N-cyclohexyl-S-{3-[4-(4-chlorobenzyl)piperazin-1-yl]propyl}thiocarbamate dihydrochloride

Rendement 100.7%

Solvants

methylene chloride

Conditions de réaction

Traitement

1. 1
   Concentrationconcentrated in vacuo
2. 2
   AutreThe residue crystallized
3. 3
   AutreThe product was recrystallized from aqueous ethanol
4. 4
   workup.DISSOLUTIONdissolved in ether
5. 5
   Séchagethe ethanol solution was dried (magnesium sulfate)
6. 6
   AutreThe salt was then precipitated with ethereal hydrochloric acid
7. 7
   Autrerecrystallized twice from aqueous ethanol

Mode opératoire

A mixture of 1.0 g of cyclohexyl isocyanate, 2.1 g of 3-[4-(4-chlorobenzyl)piperazin-1-yl]propanethiol and 10 ml of methylene chloride was stirred at room temperature overnight and then concentrated in vacuo. The residue crystallized upon standing. The product was recrystallized from aqueous ethanol, dissolved in ether, and the ethanol solution was dried (magnesium sulfate). The salt was then precipitated with ethereal hydrochloric acid and recrystallized twice from aqueous ethanol to give 1.2 g (30% of theory) of N-cyclohexyl-S-{3-[4-(4-chlorobenzyl)piperazin-1-yl]propyl}thiocarbamate dihydrochloride as a white crystalline solid, M.p. >165° C. (dec.).

Source