Reaktion #302877

ord-3f10e5be0a554b0ebb6dca4b45a5880d

Reaktionsgleichung

Nc1nc2ccccc2[nH]1
2-aminobenzimidazole
C=CC(=O)OCC
ethyl acrylate
O=C1CCn2c(nc3ccccc32)N1
3,4-dihydro-pyrimidino[1,2-a]benzimidazol-2(1H)-one
Ausbeute 54.7%

Reaktionsbedingungen

Temperatur
130°CELSIUS
Detaillierte Bedingungen
See reaction.notes.procedure_details.

Aufarbeitung

  1. 1
    Temperaturto cool down to room temperature
  2. 2
    workup.WAITUpon standing over night
  3. 3
    Sonstige3,4-dihydro-pyrimidino[1,2-a]benzimidazol-2(1H)-one crystallized from the medium
  4. 4
    Sonstigewas isolated by filtration
  5. 5
    Sonstige3,4-dihydro-pyrimidino[1,2-a]benzimidazol-2(1H)-one was recrystallized from 1-methoxy-2-propanol

Vorschrift

5.32 g (40 mmol) 2-aminobenzimidazole and 4.00 (40 mmol) ethyl acrylate were dissolved in 25 ml Proglyde DMM. The reaction mixture was heated to 130° C. and the reaction was allowed to continue for 6 hours at 130° C. The reaction mixture was allowed to cool down to room temperature. Upon standing over night, 3,4-dihydro-pyrimidino[1,2-a]benzimidazol-2(1H)-one crystallized from the medium and was isolated by filtration. 3,4-dihydro-pyrimidino[1,2-a]benzimidazol-2(1H)-one was recrystallized from 1-methoxy-2-propanol. 4.1 g (54.7%) 3,4-dihydro-pyrimidino[1,2-a]benzimidazol-2(1H)-one was isolated (m.p. >260° C.).

Quelle

DOI: 10.6084/m9.figshare.5104873.v1Patent: US08192918B2uspto-grants-2012_06