154343-56-3

Upstream product

• 25726-04-9 phenylglyoxylyl chloride 
• 170959-02-1 2,5-dimethoxypivaloylaminobenzene 
• 103-80-0 phenylacetyl chloride 
• 154343-49-4 N-(2',5'-dimethoxyphenyl)-2-phenylacetamide 
• 154343-54-1 2-chloro-3-phenyl-5,8-dimethoxyquinoline 
• 102-56-7 2,5-dimethoxyaniline 
• 1026815-12-2 2'-Formyl-3',6'-dimethoxy-N-pivaloylaniline 
• 172840-34-5 (2-Amino-3,6-dimethoxy-phenyl)-methanol 

Downstream Products

• 154343-46-1 3-phenyl-2,5,8(1H)-quinolinetrione 

Relevant academic research and scientific papers

Synthesis of 5,8-Dimethoxy-2(1H)-quinolinones by Intramolecular Wittig Reaction

The title compounds 12, which are key intermediates for antitumoral diazaquinomycin A analogues, are obtained by intramolecular Wittig reaction of 1-alkyltriphenylphosphonium salts 11, which are prepared via lithiation of 2',5'-dimethoxy-N-pivaloylaniline 6.The applicability of this route to polysubstituted 2(1H)-quinolinones 12 and 17 is examined. - Keywords: Wittig reaction / 2(1H)-Quinolinones / ortho-Directed metalation of anilides

SYNTHESIS OF 2,5,8(1H)-QUINOLINETRIONE DERIVATIVES THROUGH VILSMEIER-HAACK FORMYLATION OF 2,5-DIMETHOXYANILIDES

The preparation of 2,5,8(1H)-quinolinetrione derivatives bearing both electron-withdrawing and electron-releasing groups at C3 is described.The reaction sequence employed involves Vilsmeier-Haack cyclization of 2,5-dimethoxyanilides into 3-substituted 5,8-dimethoxy-2-chloroquinolinolines, followed by hydrolysis to the corresponding 2(1H)-quinolinones and oxidative demethylation with cerium ammonium nitrate.