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Bromopinacolone → 2-(4-Allyl-1-piperazinyl)-4-tert.butyl-thiazole

HRID 461780
Notizen
Druckvorschau

Reaktionsgleichung

Reaktionsgleichung von HRID 461780
[CH2:1]([N:4]1[CH2:9][CH2:8][N:7]([C:10]([NH2:12])=[S:11])[CH2:6][CH2:5]1)[CH:2]=[CH2:3].[CH3:13][C:14]([C:17]([CH2:19]Br)=O)([CH3:16])[CH3:15]>C(O)C>[CH2:1]([N:4]1[CH2:9][CH2:8][N:7]([C:10]2[S:11][CH:19]=[C:17]([C:14]([CH3:16])([CH3:15])[CH3:13])[N:12]=2)[CH2:6][CH2:5]1)[CH:2]=[CH2:3]
KomponentenVersuchsvorschriftAufarbeitungQuellen und NachweiseNotizen zur Reaktion

Komponenten

4

Edukt 2

HCID 21642BromopinacoloneHCID 47405064-prop-2-enylpiperazine-1-carbothioamide

Produkt 1

HCID 213924772-(4-Allyl-1-piperazinyl)-4-tert.butyl-thiazole

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 702EthanolLösungsmittel

Versuchsvorschrift

3.7 g of 4-allyl-1-piperazinyl-thiocarboxamide are added to a solution of 3.6 g of bromopinacoline in 40 cc of ethanol, and the reaction mixture is subsequently heated to the boil at reflux for 2 hours. The mixture is subsequently concentrated by evaporation in a vacuum, the residue is dissolved in a small amount of water and divided between ether and a concentrated aqueous sodium hydroxide solution. The ether phase is washed with water, dried over sodium sulphate and saturated with hydrogen chloride gas after filtration. The monohydrochloride of 2-(4-allyl-1-piperazinyl)-4-tert.butyl-thiazole crystallizes and has an M.P. of 212°-214° after recrystallization from ethanol/diisopropyl ether.

Aufarbeitung

  1. temperaturethe reaction mixture is subsequently heated to the boil
  2. temperatureat reflux for 2 hours
  3. concentrationThe mixture is subsequently concentrated by evaporation in a vacuum
  4. dissolutionthe residue is dissolved in a small amount of water
  5. washThe ether phase is washed with water
  6. dry with materialdried over sodium sulphate and saturated with hydrogen chloride gas
  7. filtrationafter filtration
  8. customThe monohydrochloride of 2-(4-allyl-1-piperazinyl)-4-tert.butyl-thiazole crystallizes
  9. customafter recrystallization from ethanol/diisopropyl ether

Quellen und Nachweise

ORD-Eintrag
ord-aeffb55f95fd41658204d7f3c3b97d7a
Quelldatensatz
uspto-grants-1977_12
DOI
10.6084/m9.figshare.5104873.v1
Patentnummer
US04064244

Notizen zur Reaktion

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