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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1734102Generated: October 27, 2026

Malonic Acid → 6-Amidino-2-naphthyl 5-carboxyacetylaminomethylfuran-2-carboxylate hydrochloride

https://huagongshe.com/reaction/1734102

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMalonic AcidHCID 867—
ReactantDimethylformamideHCID 6228—
ReactantDicyclohexylcarbodiimideHCID 10868—
Reactant6-Amidino-2-naphthyl 5-aminomethylfuran-2-carboxylate dihydrochlorideHCID 22398815—
Catalyst4-(Dimethylamino)pyridineHCID 14284—
SolventPyridineHCID 1049—
Product6-Amidino-2-naphthyl 5-carboxyacetylaminomethylfuran-2-carboxylate hydrochlorideHCID 7004605657.5%

Reaction Steps

To a mixture of 210 ml of DMF and 90 ml of pyridine were added 10 g of 6-amidino-2-naphthyl 5-aminomethylfuran-2-carboxylate dihydrochloride, 13.6 g of malonic acid and 320 mg of DMAP, then 10.8 g of DCC was added to the mixture with stirring and ice-cooling, and the mixture was stirred for 24 hours. The precipitate was removed by filtration and the filtrate was added dropwise to 3 l of acetone. The precipitate was collected by filtration to obtain 6.5 g of the intended product as a white solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05532267
Source datasetuspto-grants-1996_07
ORD IDord-34fa5b17c47a4ce9b59ea870bd7ada9a
Source noteuspto-grants-1996_07