反应详情

A mixture of 0.148 g of 4-chloro-5,8-dimethoxy-3-quinolinecarbonitrile, 0.146 g of N,N-dimethyl-1,3-phenylenediamine dihydrochloride, 0.2 ml of pyridine, and 5 ml of ethoxyethanol was stirred under nitrogen, at reflux temperature for 30 minutes. Then the mixture was partitioned between ethyl acetate and saturated sodium chloride solution. The organic layer was dried and concentrated in vacuo. The residue thus obtained was chromatographed on silica gel eluting with ethyl acetate. Solvent was removed from product fractions giving 0.160 g of 4-(3-dimethylamino-phenylamino)-5,8-dimethoxy-quinoline-3-carbonitrile as a solid, mp 103-105° C.; mass spectrum (EI, m/e): M 348.1588.

1. temperatureat reflux temperature for 30 minutes
2. customThen the mixture was partitioned between ethyl acetate and saturated sodium chloride solution
3. customThe organic layer was dried
4. concentrationconcentrated in vacuo
5. customThe residue thus obtained
6. customwas chromatographed on silica gel eluting with ethyl acetate
7. customSolvent was removed from product fractions