Cyanogen Bromide → 2-Amino-5-tridecyl-1,3,4-oxadiazole

HRID 2081662Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 2081662
[N:1]#[C:2]Br.[C:4]([NH:19][NH2:20])(=[O:18])[CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][CH2:16][CH3:17]>O1CCOCC1.O>[NH2:1][C:2]1[O:18][C:4]([CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][CH2:16][CH3:17])=[N:19][N:20]=1

Komponenten

4

Edukt 2

HCID 10476Cyanogen BromideHCID 2748033Tetradecanehydrazide

Produkt 1

HCID 105879212-Amino-5-tridecyl-1,3,4-oxadiazole

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 218864351,4-Dioxane--water (1/1)Lösungsmittel

Versuchsvorschrift

Cyanogen bromide (2.9 g, 0.027 mol) was added to a mixture of the compound prepared in Step 1 above (6.1 g, 0.025) and KHCO3 (2.8 g, 0.028 mol) in dioxane/water (1:1, 50 mL) at room temperature. The mixture was refluxed for 1 hour, allowed to cool, filtered, washed with dioxane/water (1:1, 20 mL), then water (50 mL), and dried in vacuo. The solid was recrystallized from chloroform to yield 4.16 g, m.p. 147°-150° C.

Aufarbeitung

  1. temperatureThe mixture was refluxed for 1 hour
  2. temperatureto cool
  3. filtrationfiltered
  4. washwashed with dioxane/water (1:1, 20 mL)
  5. dry with materialwater (50 mL), and dried in vacuo
  6. customThe solid was recrystallized from chloroform
  7. customto yield 4.16 g, m.p. 147°-150° C.

Quellen und Nachweise

ORD-Eintrag
ord-b0059139f6444ac288023b6b0bcebe8a
Quelldatensatz
uspto-grants-1993_02
Patentnummer
US05185358

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