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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1639249Generated: October 30, 2026

Ethyl chloroformate → 5h-Pyrrolo[1,2-b]cinnolin-10-one

https://huagongshe.com/reaction/1639249

Reaction equation

Participants

RoleNameHCIDCharge
ReactantEthyl chloroformateHCID 10928—
ReactantPotassium HydroxideHCID 14797—
Reactant[2-(2-fluorobenzoyl)-1H-pyrrol-1-yl]carbamic acid, ethyl esterHCID 13457759—
Reactant1-Amino-2-(2-fluorobenzyl)pyrroleHCID 19838770—
SolventEthanolHCID 702—
SolventWaterHCID 962—
Product5h-Pyrrolo[1,2-b]cinnolin-10-oneHCID 11321346—

Reaction Steps

A solution of [2-(2-fluorobenzoyl)-1H-pyrrol-1-yl]carbamic acid, ethyl ester (60.0 g, prepared from 1-amino-2-(2-fluorobenzyl)pyrrole and ethyl chloroformate in substantially the same manner as in Example 3) in 250 ml of ethanol was treated with a solution of potassium hydroxide (51 g) in 150 ml of water and then the mixture was heated at reflux for 1 hour. The ethanol was evaporated and the aqueous layer washed with 3×500 ml of ether. The aqueous phase was then adjusted to pH 5 with 6N HCl and the product collected by filtation. Oven drying yielded 20 g of a yellow powder, mp>300° C.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04883794
Source datasetuspto-grants-1989_11
ORD IDord-1830f54689b2455d846521cb8260a50c
Source noteuspto-grants-1989_11