Trimethyl orthoacetate → Methyl N-(5-cyanoimidazol-4-yl)acetimidate

Participants

Reaction Conditions

Reaction Steps

5 g of 4-amino-5-cyanoimidazole was suspended in 10 mL of DMF and 10 mL of trimethyl orthoacetate was added, followed by stirring at 90° C. for 30 minutes. The reaction solution was concentrated under reduced pressure and the residue was diluted with ethyl acetate, and then 4.2 g the deposited crystal was collected by filtration. The mother solution was concentrated and the residue was purified by silica gel column chromatography (eluent: ethyl acetate), recrystallized from ethyl acetate-n-hexane, and then the resulting crystal was combined with 4.2 g of the crystal described above to obtain 7.1 g of methyl N-(5-cyanoimidazole-4-yl)acetoimidate as a crystal (melting point: 147-149° C.).

Provenance & Evidence