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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2163575Generated: November 2, 2026

Ethanol → Pirolate

https://huagongshe.com/reaction/2163575

Reaction equation

Participants

RoleNameHCIDCharge
ReactantEthanolHCID 702—
ReactantTriethylamineHCID 8471—
ReactantEthyl 2-ethoxy-2-iminoacetate hydrochlorideHCID 12773119—
ReactantEthyl 2-amino-6,7-dimethoxyquinoline-3-carboxylateHCID 54052734—
SolventDimethylformamideHCID 6228—
ProductPirolateHCID 135445830—

Reaction Steps

An alternative route to this product comprises heating a mixture of ethyl 6,7-dimethoxy-2-aminoquinoline-3-carboxylate (1.38 g., 5.0 mM), ethyl 1-carbethoxyformimidate hydrochloride (1.82 g., 10 mM), triethylamine (5.1 g., 5.0 mM), ethanol (50 ml.) and N,N-dimethylformamide (20 ml.) on a steam bath for 17 hours. The reaction mixture is cooled and the solid which separates filtered off, triturated with hot chloroform and then recrystallized from chloroform to give 0.170 g. of product. M.P. 273°-274° C. (dec.)

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04134981
Source datasetuspto-grants-1979_01
ORD IDord-ede92a05664d41bb8842670b4c7807cd
Source noteuspto-grants-1979_01