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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1970080Generated: October 25, 2026

Thiobenzamide → 4-oxo-8-(2-phenyl-thiazol-4-yl)-4,5-dihydro-3H-pyrrolo[2,3-c]quinoline 1-ethyl carboxylate

https://huagongshe.com/reaction/1970080

Reaction equation

Participants

RoleNameHCIDCharge
ReactantThiobenzamideHCID 683563—
Reactant8-(2-bromo-acetyl)-4-oxo-4,5-dihydro-3H-pyrrolo[2,3-c]quinoline 1-ethyl carboxylateHCID 86627583—
SolventEthanolHCID 702—
Product4-oxo-8-(2-phenyl-thiazol-4-yl)-4,5-dihydro-3H-pyrrolo[2,3-c]quinoline 1-ethyl carboxylateHCID 8662759621.1%

Reaction Conditions

Temperature90 °C

Reaction Steps

54 mg (1.2 mmol) of thiobenzamide 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, 29 mg (21%) of 4-oxo-8-(2-phenyl-thiazol-4-yl)-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-74dbf60bb4d24f90b9aacf5cadb06b38
Source noteuspto-grants-2013_04