Yield:35181-24-9 71%

Reaction Conditions:

with potassium hydroxide in ethanol;water;Reflux;Pfitzinger Quinoline Synthesis;

Steps:

2 General method for the synthesis of compounds (1a-d)

General procedure: A mixture of 5-methoxyisatin, (10mmol), 33% potassium hydroxide (10ml) in ethanol (20ml), and 4-substituted acetophenone (10mmol) was heated under reflux for 9-18h. The reaction mixture was concentrated under reduced pressure and the residue was diluted with water (50ml) and extracted with ether (3×50ml). The aqueous layer was neutralized with 1M hydrochloric acid. The precipitated solid was filtered, washed with water, dried and crystallized from ethanol.

References:

El-Feky, Said A. H.;Abd El-Samii, Zakaria K.;Osman, Nermine A.;Lashine, Jasmine;Kamel, Mohamed A.;Thabet, Hamdy Kh. [Bioorganic Chemistry,2015,vol. 58,p. 104 - 116]