Ethanol → 3-[4-(4-Chlorobenzyl)homopiperazin-1-yl]-propanethiol

HRID 2290900

Reaktionsgleichung

Reaktionsgleichung von HRID 2290900
NC(N)=[S:3].[Cl:5][C:6]1[CH:23]=[CH:22][C:9]([CH2:10][N:11]2[CH2:17][CH2:16][CH2:15][N:14]([CH2:18][CH2:19][CH2:20]Cl)[CH2:13][CH2:12]2)=[CH:8][CH:7]=1.C(O)C.[OH-].[Na+]>O>[Cl:5][C:6]1[CH:23]=[CH:22][C:9]([CH2:10][N:11]2[CH2:17][CH2:16][CH2:15][N:14]([CH2:18][CH2:19][CH2:20][SH:3])[CH2:13][CH2:12]2)=[CH:8][CH:7]=1

Komponenten

6

Edukt 4

HCID 702EthanolHCID 14798Sodium HydroxideHCID 2723790ThioureaHCID 201531881-(4-Chlorobenzyl)-4-(3-chloropropyl)homopiperazine

Produkt 1

HCID 201531743-[4-(4-Chlorobenzyl)homopiperazin-1-yl]-propanethiolAusbeute 39,1 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 962WaterLösungsmittel

Versuchsvorschrift

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.

Aufarbeitung

  1. temperatureThe mixture was refluxed for 6 hours
  2. temperaturethe resulting solution was refluxed for 4 hours
  3. customThe ethanol was removed in vacuo, and water
  4. additionwas added to the residue
  5. extractionThe product was extracted with methylene chloride
  6. dry with materialthe extract was dried (sodium sulfate)
  7. concentrationconcentrated

Quellen und Nachweise

ORD-Eintrag
ord-1e3196c3874c4c36b5e3a0c2fc3b6e88
Quelldatensatz
uspto-grants-1986_10
Patentnummer
US04618677

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