Reaktion #350722

ord-6a994120ee8543678a81ec4fceb57f8f

Reaktionsgleichung

ONCc1ccc(Oc2cccc(Oc3ccc(CNO)cc3)c2)cc1
1,3-Bis[4-(N-hydroxyaminomethyl)phenoxy]benzene
O=C=NC(=O)Cl
chlorocarbonyl isocyanate
O=c1[nH]c(=O)n(Cc2ccc(Oc3cccc(Oc4ccc(Cn5oc(=O)[nH]c5=O)cc4)c3)cc2)o1
1,3-bis[4-[(3,5-dioxo-1,2,4-oxadiazolidin-2-yl)methyl]phenoxy]benzene

Lösungsmittel

Reaktionsbedingungen

Detaillierte Bedingungen
See reaction.notes.procedure_details.

Aufarbeitung

  1. 1
    Temperaturcooling and in an atmosphere of argon
  2. 2
    workup.WAITthe stirring was continued for 2 hours at room temperature
  3. 3
    SonstigeThe solvent was evaporated under a reduced pressure

Vorschrift

1,3-Bis[4-(N-hydroxyaminomethyl)phenoxy]benzene (0.704 g) was dissolved in 21 ml of tetrahydrofuran to which, with ice-cooling and in an atmosphere of argon, was subsequently added dropwise 0.354 ml of chlorocarbonyl isocyanate. After 10 minutes of stirring at the same temperature, the stirring was continued for 2 hours at room temperature. The solvent was evaporated under a reduced pressure, and the resulting residue was subjected to silica gel column chromatography to obtain 0.44 g of 1,3-bis[4-[(3,5-dioxo-1,2,4-oxadiazolidin-2-yl)methyl]phenoxy]benzene from fractions of chloroform-methanol (30:1) elution.

Quelle

DOI: 10.6084/m9.figshare.5104873.v1Patent: US05643931uspto-grants-1997_07