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Hydrogen Peroxide → 2-(2-Pinanylthio)-5-(octyldithio)-1,3,4-thiadiazole

HRID 34422
Notizen
Druckvorschau

Reaktionsgleichung

Reaktionsgleichung von HRID 34422
[CH3:1][C:2]1[CH:7]2[C:8]([CH3:10])([CH3:9])[CH:5]([CH2:6]2)[CH2:4][CH:3]=1.[SH:11][C:12]1[S:13][C:14]([SH:17])=[N:15][N:16]=1.[CH2:18]([SH:26])[CH2:19][CH2:20][CH2:21][CH2:22][CH2:23][CH2:24][CH3:25].OO>C(O)(C)C>[CH:7]12[CH2:6][CH:5]([C:8]1([CH3:10])[CH3:9])[CH2:4][CH2:3][C:2]2([S:11][C:12]1[S:13][C:14]([S:17][S:26][CH2:18][CH2:19][CH2:20][CH2:21][CH2:22][CH2:23][CH2:24][CH3:25])=[N:15][N:16]=1)[CH3:1]
KomponentenReaktionsbedingungenVersuchsvorschriftAufarbeitungQuellen und NachweiseNotizen zur Reaktion

Komponenten

6

Edukt 4

HCID 784Hydrogen PeroxideHCID 6654(+-)-alpha-PineneHCID 81441-OctanethiolHCID 178418558HCID 178418558, Verbindung

Produkt 1

HCID 142510692-(2-Pinanylthio)-5-(octyldithio)-1,3,4-thiadiazole

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 3776Isopropanol
Lösungsmittel

Reaktionsbedingungen

Temperatur
155 °C

Versuchsvorschrift

Alpha-pinene (38 g, 0.28 mol) and 2,5-dimercapto-1,3,4-thiadiazole (40 g, 0.27 mol) were charged to the reaction flask and cautiously heated to 155° C. since the reaction was exothermic. The reaction was maintained at 155° C. for 15 min. and then cooled. Isopropanol (32 g) and n-octylmercaptan (43.7 g, 0.30 mol) were charged. Hydrogen peroxide, 35% (60 g, 0.62 mol) was added slowly while maintaining the temperature at 40°-50° C. The reaction was then allowed to stand overnight. The product was extracted with 150 ml of n-hexane and washed with 150 ml of 1M sodium carbonate. The organic layer was dried over magnesium sulfate, filtered, and the solvent removed by rotary evaporation.

Aufarbeitung

  1. temperatureThe reaction was maintained at 155° C. for 15 min.
  2. temperaturecooled
  3. temperaturewhile maintaining the temperature at 40°-50° C
  4. extractionThe product was extracted with 150 ml of n-hexane
  5. washwashed with 150 ml of 1M sodium carbonate
  6. dry with materialThe organic layer was dried over magnesium sulfate
  7. filtrationfiltered
  8. customthe solvent removed by rotary evaporation

Quellen und Nachweise

ORD-Eintrag
ord-63e6f5db205045cbb08b8a090078ddbd
Quelldatensatz
uspto-grants-1988_08
DOI
10.6084/m9.figshare.5104873.v1
Patentnummer
US04761482

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