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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1970006Generated: November 1, 2026

Ammonia → HCID 86627521, compound

https://huagongshe.com/reaction/1970006

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAmmoniaHCID 222—
ReactantThionyl ChlorideHCID 24386—
Reactant8-chlorosulfonyl-4-oxo-4,5-dihydro-3H-pyrrolo[2,3-c]quinoline-1-carboxylic acidHCID 45121068—
SolventEthanolHCID 702—
ProductHCID 86627521HCID 866275213%

Reaction Conditions

Temperature100 °C

Reaction Steps

In a sealed tube, 490 mg (1.5 mmol) of 8-chlorosulfonyl-4-oxo-4,5-dihydro-3H-pyrrolo[2,3-c]quinoline-1-carboxylic acid (synthesis 2) is dissolved in 1.5 mL of an aqueous solution of ammonia at 28%. The mixture is stirred at 100° C. for 4 hours. The solution is cooled then the solvents are evaporated. The residue is taken up in 10 mL of anhydrous ethanol. A solution of 1.1 mL (15 mmol) of thionyl chloride in 4.5 mL of anhydrous ethanol is then added slowly. The reaction mixture is stirred at 70° C. for 48 hours then cooled to room temperature. The solvents are evaporated and the residue is purified by chromatography on silica (eluent chloroform/methanol/ammonia 85/13/2) to give 18 mg (3%) of 4-oxo-8-sulfamoyl-4,5-dihydro-3H-pyrrolo[2,3-c]quinoline-1-ethyl carboxylate in the form of a beige solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08426437B2
Source datasetuspto-grants-2013_04
ORD IDord-0012af984b26464d8c0825d6a900d760
Source noteuspto-grants-2013_04