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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 442201Generated: October 26, 2026

Ethanol → Pirolate

https://huagongshe.com/reaction/442201

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 numberUS04044134
Source datasetuspto-grants-1977_08
ORD IDord-f4295ace8bfa4d95b4b4f363c41d6886
Source noteuspto-grants-1977_08