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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 716846Generated: October 30, 2026

4-Nitrophenol → HCID 69234700, compound

https://huagongshe.com/reaction/716846

Reaction equation

Participants

RoleNameHCIDCharge
Reactant4-NitrophenolHCID 980—
Reactant8-chloro-6-methyl[1,3]dioxolo[4,5-g]quinolineHCID 332863—
SolventChloroformHCID 6212—
ProductHCID 69234700HCID 69234700—

Reaction Conditions

Temperature145 °C

Reaction Steps

A mixture of known 8-chloro-6-methyl[1,3]dioxolo[4,5-g]quinoline (2.216 g, 10 mmol)56 and 4-nitrophenol (2.08 g, 15 mmole) was heated at 140-150° C. for 2 h. The resulting solution was dissolved in chloroform and washed with 10% aq. solution of NaOH and brine. The organic layer was dried over anhydrous Na2SO4 and concentrated under reduce pressure. The resulting solid was collected by filtration, washed with ether and dried to 6-methyl-8-(4-nitrophenoxy)[1,3]dioxolo[4,5-g]quinoline, 2.94 g of (90.60%); mp 210-212° C.; 1H NMR (DMSO-d6) δ 2.52 (3H, s, Me), 6.21 (2H, s, CH2), 6.86 (1H, s, ArH), 7.30 (1H, s, ArH), 7.34-7.38 (3H, m, ArH), 8.29-8.33 (2H, m, ArH). Anal. Calcld. for (C17H12N2O5): C, 62.96; H, 3.73; N, 8.64. Found: C, 62.27; H, 3.84; N, 8.58.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09193687B2
Source datasetuspto-grants-2015_11
ORD IDord-8647448b636840fe8f3250c689066f1e
Source noteuspto-grants-2015_11