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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1970081Generated: October 25, 2026

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

https://huagongshe.com/reaction/1970081

Reaction equation

Participants

RoleNameHCIDCharge
Reactant1-PhenylthiosemicarbazideHCID 2781094—
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-(N'-phenyl-hydrazino)-thiazol-4-yl]-4,5-dihydro-3H-pyrrolo[2,3-c]quinoline 1-ethyl carboxylateHCID 8662759742.1%

Reaction Conditions

Temperature90 °C

Reaction Steps

66 mg (1.2 mmol) of 1-phenylthiosemicarbazide 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, 62 mg (42%) of 4-oxo-8-[2-(N′-phenyl-hydrazino)-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-4d7f1c760d5b41cf994c4a0946a57eca
Source noteuspto-grants-2013_04