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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 553234Generated: November 3, 2026

Ammonia → Ethyl 5-carbamoyl-2,4-dimethylfuran-3-carboxylate

https://huagongshe.com/reaction/553234

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAmmoniaHCID 222—
Reactant1,3-Propanediamine, N'-(ethylcarbonimidoyl)-N,N-dimethyl-, monohydrochlorideHCID 2723939—
Reactant1-Hydroxybenzotriazole hydrateHCID 2796029—
ReactantHCID 57955825HCID 57955825—
SolventWaterHCID 962—
SolventPyridineHCID 1049—
ProductEthyl 5-carbamoyl-2,4-dimethylfuran-3-carboxylateHCID 57955774—

Reaction Conditions

Temperature80 °C

Reaction Steps

1-Ethyl-3-(3-dimethylaminopropyl)carbodiimide hydrochloride (248 mg, 1.30 mmol) and 1-hydroxybenzotriazole monohydrate (199 mg, 1.30 mmol) were added to a pyridine (4 ml) solution of the 3,5-dimethyl-4-ethoxycarbonylfuran-2-carboxylic acid (250 mg, 1.18 mmol) obtained in Example 2 (1). After a 28% aqueous ammonia solution (0.19 ml, 11.8 mmol) was added, heated to 80° C. and stirred for 4 hours. The mixture was cooled to room temperature with stirring, and after addition of water to reaction mixture, precipitate was collected by filtration, thereby giving 3,5-dimethyl-4-ethoxycarbonylfuran-2-carboxamide (176 mg, 71%) as a white solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07951956B2
Source datasetuspto-grants-2011_05
ORD IDord-a68a6c49c0f843cb9fd92f1227728431
Source noteuspto-grants-2011_05