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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1970075Generated: October 25, 2026

N-(2-Chlorophenyl)thiourea → 8-[2-(2-chlorophenylamino)-thiazol-4-yl]-4-oxo-4,5-dihydro-3H-pyrrolo[2,3-c]quinoline 1-ethyl carboxylate

https://huagongshe.com/reaction/1970075

Reaction equation

Participants

RoleNameHCIDCharge
ReactantN-(2-Chlorophenyl)thioureaHCID 737139—
Reactant8-(2-bromo-acetyl)-4-oxo-4,5-dihydro-3H-pyrrolo[2,3-c]quinoline 1-ethyl carboxylateHCID 86627583—
SolventEthanolHCID 702—
Product8-[2-(2-chlorophenylamino)-thiazol-4-yl]-4-oxo-4,5-dihydro-3H-pyrrolo[2,3-c]quinoline 1-ethyl carboxylateHCID 8662758727%

Reaction Conditions

Temperature90 °C

Reaction Steps

74 mg (1.2 mmol) of (2-chlorophenyl)-thiourea is added to a suspension of 124 mg (0.33 mmol) of 8-(2-bromo-acetyl)-4-oxo-4,5-dihydro-3H-pyrrolo[2,3-c]quinoline-1-ethyl carboxylate in 3.5 mL of ethanol. The mixture is stirred at 90° C. for 6 hours then the mixture is cooled to room temperature. The solvent is evaporated, then the product is purified by preparative LCMS. After drying, 41 mg (27%) of 8-[2-(2-chlorophenylamino)-thiazol-4-yl]-4-oxo-4,5-dihydro-3H-pyrrolo[2,3-c]quinoline-1-ethyl carboxylate is obtained in the form of a beige solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08426437B2
Source datasetuspto-grants-2013_04
ORD IDord-2970b369a8324ed38ad505a8806bc878
Source noteuspto-grants-2013_04