89816-33-1Relevant academic research and scientific papers
Preparation of 3-Substituted Quinolines. I. Alkylation of Malonaldehyde Dianil Derivatives
Todoriki, Reiko,Ono, Machiko,Tamura, Shinzo
, p. 4277 - 4285 (2007/10/02)
2-Substituted 1-arylamino-3-arylimino-1-propenes (III) were prepared by the reaction of N-lithio derivatives of 1-arylamino-3-arylimino-1-propenes (malonaldehyde dianil derivatives) (II) and substituted benzyl bromides. 2-Allyl and 2-(2,4-dinitrophenyl) derivatives of II were prepared by the same method.However, the alkylation failed with less reactive alkyl halides such as ethyl iodide as alkylating agents.Hydrolysis of III afforded α-substituted β-(arylamino)acroleins (IV), which afforded 3-substiuted quinolines (V) on heating with aluminium chloride.Keywords -- 2-alkyl-1-arylamino-3-arylamino-1-propene; α-alkyl-β=(arylamino)acrolein; 3-alkylquinoline; alkylation; hydrolysis; cyclodehydration
