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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 215686Generated: October 30, 2026

Diphenyl carbonate → HCID 12813224, compound

https://huagongshe.com/reaction/215686

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDiphenyl carbonateHCID 7597—
Reactant2-Amino-N-methylpyridine-3-carboxamideHCID 20585326—
Catalyst4-(Dimethylamino)pyridineHCID 14284—
SolventMethanolHCID 887—
ProductHCID 12813224HCID 1281322467%

Reaction Conditions

Temperature55 °C

Reaction Steps

10.0 g (66 mmol) of 2-aminonicotinic acid methyl amide, 21.4 g (100 mmol) diphenyl carbonate and 8.5 g (66 mmol) 4-dimethylaminopyridine were melted at 140 to 150° C. The reaction was allowed to continue for 20 minutes at that temperature. The mixture is allowed to cool down to 50 to 60° C. and 300 ml methanol was added while stirring. The mixture is allowed to cool down to room temperature. 3-methyl-1H-pyrido[2,3-d]pyrimidine-2,4-dione crystallized from the medium, was isolated by filtration and washed with water, methanol and tert.-butyl methyl ether. 7.80 g (67%) of 3-methyl-1H-pyrido[2,3-d]pyrimidine-2,4-dione was isolated (m.p. 272-4° C.).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08192918B2
Source datasetuspto-grants-2012_06
ORD IDord-0699d80eb7304ff3a7e18c94bde50429
Source noteuspto-grants-2012_06