Reaction #302876

ord-2e2cf69afac3486a8889f1bfba064846

Reaction equation

Nc1nc2ccccc2[nH]1
2-aminobenzimidazole
C=C(C)C(=O)OCC
ethyl methacrylate
CC1Cn2c(nc3ccccc32)NC1=O
3,4-dihydro-3-methyl-pyrimidino[1,2-a]benzimidazol-2(1H)-one

Conditions

Temperature
130°CELSIUS
Detailed conditions
See reaction.notes.procedure_details.

Workup

  1. 1
    Temperatureto cool down to room temperature

Procedure

5.326 g (40 mmol) 2-aminobenzimidazole and 4.56 g (40 mmol) ethyl methacrylate were dissolved in 25 ml Proglyde DMM. The reactionmixture is heated to 130° C. The reaction is allowed to continue for 7 hours at 130° C. The reactionmixture is allowed to cool down to room temperature and is added to 250 ml tert-butyl methyl ether. The precipitated 3,4-dihydro-3-methyl-pyrimidino[1,2-a]benzimidazol-2(1H)-one was isolated by filtration and recrystallized from 1-methoxy-2-propanol. 2.7 g (33%) of 3,4-dihydro-3-methyl-pyrimidino[1,2-a]benzimidazol-2(1H)-one was isolated (m.p. >260° C.).

Source

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