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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 478653Generated: October 27, 2026

Heptane → HCID 178524447, compound

https://huagongshe.com/reaction/478653

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHeptaneHCID 8900—
Reactant4-Hydrazinobenzoic acidHCID 12089—
ReactantEthyl 4-Chloroquinoline-3-carboxylateHCID 268963—
Solvent1-ButanolHCID 263—
ProductHCID 178524447HCID 1785244478.5%

Reaction Conditions

Temperature60 °C

Reaction Steps

A solution of 4-chloro-quinoline-3-carboxylic acid ethyl ester (11.8 mg, 0.5 mmol) and 4-hydrazino-benzoic acid (7.6 mg, 0.5 mmol) in n-butanol (0.5 mL) was stirred at 115° C. over night in a sealed tube. After cooling to 50-70° C., heptane (1.0 mL) was added and the product was allowed to crystallize upon further cooling to room temperature. The solvent was removed and the product was washed with heptane and dried under vacuum to yield 4-(3-oxo-3,5-dihydro-pyrazolo[4,3-c]quinolin-2-yl)-benzoic acid (13 mg). 1H NMR (400 MHz, DMSO-d6) δ 12.9 (1H, s), 8.77 (1H, d), 8.38 (2H, d), 8.25 (1H, d), 8.03 (2H, d), 7.65-7.77 (2H, m), 7.58 (1H, t).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06642249B2
Source datasetuspto-grants-2003_11
ORD IDord-69af56a780f04c518b22da7aedf8bfda
Source noteuspto-grants-2003_11