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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1784097Generated: October 29, 2026

1,3-Benzodioxol-4-amine → 3-Cyano-7-hydroxy-6-methoxy-4-(2,3-methylenedioxyanilino)quinoline

https://huagongshe.com/reaction/1784097

Reaction equation

Participants

RoleNameHCIDCharge
Reactant1,3-Benzodioxol-4-amineHCID 10313165—
Reactant4-Chloro-7-hydroxy-6-methoxyquinoline-3-carbonitrileHCID 135743669—
Solvent1-PropanolHCID 1031—
Product3-Cyano-7-hydroxy-6-methoxy-4-(2,3-methylenedioxyanilino)quinolineHCID 135494159—

Reaction Conditions

Temperature115 °C

Reaction Steps

A mixture of 4-chloro-3-cyano-7-hydroxy-6-methoxyquinoline (5 g), 2,3-methylenedioxyaniline (3.07 g) and propanol (100 ml) was stirred and heated to 115° C. for 18 hours. The resultant precipitate was isolated, washed in turn with propanol and diethyl ether and dried under vacuum. There was thus obtained the title compound (5.51 g); NMR Spectrum: (DMSOd6) 3.99 (s, 3H), 6.06 (s, 2H), 6.93-7.0 (m, 3H), 7.48 (s, 1H), 8.16 (s, 1H), 8.94 (s, 1H); Mass Spectrum: M+H+ 336.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07501516B2
Source datasetuspto-grants-2009_03
ORD IDord-a69c7a0cf7e74c18b0e09732f80e77bf
Source noteuspto-grants-2009_03