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Triethylamine → 3-(4-Benzylpiperazin-1-yl)propanethiol dihydrochloride

HRID 3790
Notizen
Druckvorschau

Reaktionsgleichung

Reaktionsgleichung von HRID 3790
NC(N)=[S:3].[ClH:5].Cl.[CH2:7]([N:14]1[CH2:19][CH2:18][N:17]([CH2:20][CH2:21][CH2:22][Cl:23])[CH2:16][CH2:15]1)[C:8]1[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=1.C(N(CC)CC)C.[OH-].[Na+]>O.C(O)C>[ClH:23].[ClH:5].[CH2:7]([N:14]1[CH2:19][CH2:18][N:17]([CH2:20][CH2:21][CH2:22][SH:3])[CH2:16][CH2:15]1)[C:8]1[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=1
KomponentenVersuchsvorschriftAufarbeitungQuellen und NachweiseNotizen zur Reaktion

Komponenten

7

Edukt 4

HCID 8471TriethylamineHCID 14798Sodium HydroxideHCID 2723790ThioureaHCID 13731110Benzyl-4-(3-chloropropyl)piperazine dihydrochloride

Produkt 1

HCID 137311143-(4-Benzylpiperazin-1-yl)propanethiol dihydrochlorideAusbeute 78 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 702
Ethanol
Lösungsmittel
HCID 962WaterLösungsmittel

Versuchsvorschrift

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.).

Aufarbeitung

  1. temperaturethe mixture was refluxed for 8 hours
  2. temperaturethe resulting mixture was refluxed for 4 additional hours
  3. customThe ethanol was removed in vacuo, and water
  4. additionadded to the residue which
  5. extractionwas extracted with methylene chloride
  6. dry with materialdried (sodium sulfate)
  7. customthe salt was precipitated with ethereal hydrochloric acid

Quellen und Nachweise

ORD-Eintrag
ord-4a99484645cc4c6ca8fde2874eaff9ec
Quelldatensatz
uspto-grants-1988_02
DOI
10.6084/m9.figshare.5104873.v1
Patentnummer
US04722926

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