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Water → 2-(2-Pinanylthio)-5-(t-butylthio)-1,3,4-thiadiazole

HRID 34424
Notizen
Druckvorschau

Reaktionsgleichung

Reaktionsgleichung von HRID 34424
[SH:1][C:2]1[S:3][C:4]([SH:7])=[N:5][N:6]=1.[CH3:8][C:9]1[CH:14]2[C:15]([CH3:17])([CH3:16])[CH:12]([CH2:13]2)[CH2:11][CH:10]=1.[C:18](O)([CH3:21])([CH3:20])[CH3:19].O>S(=O)(=O)(O)O.C1(C)C(C)=CC=CC=1>[CH:14]12[CH2:13][CH:12]([C:15]1([CH3:17])[CH3:16])[CH2:11][CH2:10][C:9]2([S:1][C:2]1[S:3][C:4]([S:7][C:18]([CH3:21])([CH3:20])[CH3:19])=[N:5][N:6]=1)[CH3:8]
KomponentenReaktionsbedingungenVersuchsvorschriftAufarbeitungQuellen und NachweiseNotizen zur Reaktion

Komponenten

7

Edukt 4

HCID 962WaterHCID 6386tert-ButanolHCID 6654(+-)-alpha-PineneHCID 178418558HCID 178418558, Verbindung

Produkt 1

HCID 201298522-(2-Pinanylthio)-5-(t-butylthio)-1,3,4-thiadiazole

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 1118Sulfuric Acid
Katalysator
HCID 7237O-XyleneLösungsmittel2×

Reaktionsbedingungen

Temperatur
140 °C

Versuchsvorschrift

2,5-Dimercapto-1,3,4-thiadiazole (35 g, 0.23 mol) and alpha-pinene (35 g, 0.26 mol) were charged to a reaction vessel and heated cautiously to 140° C. (exothermic reaction). The reaction was maintained at 135°-155° C. for 15 min. The reaction was fitted with a Dean Stark trap filled with xylene. Xylene (15 ml) was charged to the reaction. The reaction was fitted with an addition funnel containing t-butanol (25 g, 0.34 mol). The alcohol was added slowly with the reaction refluxing. Sulfuric acid (3 drops) was added to accelerate the water removal. The reaction product was isolated after approximately 5 ml (about 0.25 mol) of water were collected. Solvent was stripped by rotary evaporation. The product was mixed with calcium hydroxide (1 g), hexane (about 100 ml), and sufficient acetone (about 50 ml) to maintain one liquid layer. The product was filtered using a filter aid and the solvent removed by rotary evaporation. This afforded the final product.

Aufarbeitung

  1. custom(exothermic reaction)
  2. temperatureThe reaction was maintained at 135°-155° C. for 15 min
  3. customThe reaction was fitted with a Dean Stark trap
  4. customThe reaction was fitted with an addition funnel
  5. temperaturerefluxing
  6. customthe water removal
  7. customwere collected
  8. customSolvent was stripped by rotary evaporation
  9. additionThe product was mixed with calcium hydroxide (1 g), hexane (about 100 ml), and sufficient acetone (about 50 ml)
  10. temperatureto maintain one liquid layer
  11. filtrationThe product was filtered
  12. customthe solvent removed by rotary evaporation

Quellen und Nachweise

ORD-Eintrag
ord-ba1ce414a207408996063908143efced
Quelldatensatz
uspto-grants-1988_08
DOI
10.6084/m9.figshare.5104873.v1
Patentnummer
US04761482

Notizen zur Reaktion

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