1,8-Diazabicyclo(5.4.0)undec-7-ene → HCID 178426239, Verbindung

HRID 704783Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 704783
C(O[C@H:5]1[C@H:10]([N:11]2[CH2:15][CH2:14][NH:13][C:12]2=[N:16][C:17]#[N:18])[C:9]2[CH:19]=[C:20]([C:23]#[N:24])[CH:21]=[CH:22][C:8]=2[O:7][C:6]1([CH3:26])[CH3:25])(=O)C.N12CCCN=C1CCCCC2>C1(C)C=CC=CC=1>[C:17]([N:16]=[C:12]1[NH:13][CH2:14][CH2:15][N:11]1[C:10]1[C:9]2[CH:19]=[C:20]([C:23]#[N:24])[CH:21]=[CH:22][C:8]=2[O:7][C:6]([CH3:26])([CH3:25])[CH:5]=1)#[N:18]

Komponenten

4

Edukt 2

HCID 811841,8-Diazabicyclo(5.4.0)undec-7-eneHCID 178476609HCID 178476609, Verbindung

Produkt 1

HCID 178426239HCID 178426239, VerbindungAusbeute 58,5 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 1140TolueneLösungsmittel

Versuchsvorschrift

To a suspension of trans-3-acetoxy-4-(2-cyanoiminoimidazolidin-1-yl)-3,4-dihydro-2,2-dimethyl-2H-1-benzopyran-6-carbonitrile (0.35 g) in toluene (7 ml) was added 1,8-diazabicyclo[5.4.0]undec-7-ene (0.19 ml) and the mixture was stirred under reflux for 2.5 hours. The solvent was evaporated in vacuo and the residue was dissolved in a mixture of ethyl acetate and water. The organic layer was separated, washed with brine, dried over anhydrous magnesium sulfate, and evaporated in vacuo. The residue was recrystallized from ethanol to give 4-(2-cyanoiminoimidazolidin-1-yl)-2,2-dimethyl-2H-1-benzopyran-6-carbonitrile (0.17 g).

Aufarbeitung

  1. temperatureunder reflux for 2.5 hours
  2. customThe solvent was evaporated in vacuo
  3. dissolutionthe residue was dissolved in a mixture of ethyl acetate and water
  4. customThe organic layer was separated
  5. washwashed with brine
  6. dry with materialdried over anhydrous magnesium sulfate
  7. customevaporated in vacuo
  8. customThe residue was recrystallized from ethanol

Quellen und Nachweise

ORD-Eintrag
ord-fb412fa564d84d598d9dcddd2b741430
Quelldatensatz
uspto-grants-1991_01
Patentnummer
US04988723

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