Ethanol → 1-(4-Acetylaminophenyl)-3-azabicyclo[3.1.0]hexane-2,4-dione

HRID 1904793Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1904793
[C:1](OC(=O)C)(=[O:3])[CH3:2].[NH2:8][C:9]1[CH:14]=[CH:13][C:12]([C:15]23[CH2:20][CH:19]2[C:18](=[O:21])[NH:17][C:16]3=[O:22])=[CH:11][CH:10]=1.CN(CCC)C.C(O)C>O1CCCC1>[C:1]([NH:8][C:9]1[CH:10]=[CH:11][C:12]([C:15]23[CH2:20][CH:19]2[C:18](=[O:21])[NH:17][C:16]3=[O:22])=[CH:13][CH:14]=1)(=[O:3])[CH3:2]

Komponenten

6

Edukt 4

HCID 702EthanolHCID 7918Acetic AnhydrideHCID 61236N,N-DimethylpropylamineHCID 140689341-(4-Aminophenyl)-3-azabicyclo[3.1.0]hexane-2,4-dione

Produkt 1

HCID 140689461-(4-Acetylaminophenyl)-3-azabicyclo[3.1.0]hexane-2,4-dione

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 8028TetrahydrofuranLösungsmittel

Versuchsvorschrift

A solution of 2.4 ml of acetic anhydride in 10 ml of tetrahydrofuran is added dropwise to a solution of 4 g of 1-(4-aminophenyl)-3-azabicyclo[3.1.0]hexane-2,4-dione and 120 mg of dimethylaminopropane in 150 ml of tetradrofuran, and the mixture is stirred overnight at room temperature. Then 0.5 ml of ethanol is added to the reaction mixture, which is stirred for 1 hour and filtered. The crystals so obtained are washed with tetrahydrofuran and ether, affording white crystals of the title compound with a melting point above 230° C. and Rf=0.3 in thin-layer silica gel plates in the system methylene chloride/methanol (10:1).

Aufarbeitung

  1. stirringis stirred for 1 hour
  2. filtrationfiltered
  3. customThe crystals so obtained
  4. washare washed with tetrahydrofuran and ether

Quellen und Nachweise

ORD-Eintrag
ord-7b402f1f1e9547a4a06726842231205c
Quelldatensatz
uspto-grants-1989_06
Patentnummer
US04839379

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