Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2235563Generated: October 27, 2026

1,1'-Carbonyldiimidazole → 3-Methyl-1,3-dihydro-2H-imidazo[4,5-c]pyridin-2-one

https://huagongshe.com/reaction/2235563

Reaction equation

Participants

RoleNameHCIDCharge
Reactant1,1'-CarbonyldiimidazoleHCID 68263—
ReactantN3-Methylpyridine-3,4-diamineHCID 12239324—
SolventTetrahydrofuranHCID 8028—
Product3-Methyl-1,3-dihydro-2H-imidazo[4,5-c]pyridin-2-oneHCID 1229935569.4%

Reaction Steps

To a solution of 2.80 g (22.7 mmol) of N3-methylpyridine-3,4-diamine in 125 mL of THF was added 4.42 g (27.3 mmol) of 1,1′-carbonyldiimidazole and the reaction was stirred overnight at room temperature. The reaction slurry was concentrated in vacuo to a volume of about 65 mL and cooled in a −10° C. bath, filtered, and the solids washed with 25 mL of THF. The solids were dried under high vacuum to give 2.35 g (69%) of the title compound.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07714009B2
Source datasetuspto-grants-2010_05
ORD IDord-8937800d1d764760a2ea1616198cf202
Source noteuspto-grants-2010_05