1,4-Benzodioxan-6-ylamine → HCID 22132650, compound

Participants

Reaction Steps

3,4-Ethylenedioxyaniline (80 mg) was dissolved in toluene (5 ml), triethylamine (0.5 ml) and then triphosgene (50 mg) were added, and the admixture was refluxed with heat for 1 hour. 6,7-Dimethoxy-4-(4-aminophenoxy)quinoline (52 mg) was added, and the admixture was refluxed with heat for 100 minutes. After the addition of aqueous sodium hydrogen carbonate, the reaction mixture was extracted 2 times with ethyl acetate, and the organic layer was then washed with brine and dried with anhydrous sodium sulfate. The solvent was removed by reduced-pressure distillation, and the resulting residue was purified by column chromatography on silica gel eluting with chloroform/acetone (10/1) to obtain 62 mg of the title compound (yield: 74%).

Provenance & Evidence