Push-pull-Butadiene. II [1]. Reaktionen von 2-Aryl-4,4-bis(methylthio)buta-1,3-dien-1,1-dicarbonitrilen mit Malononitril und Cyanessigsäure-ethylester

✍ Scribed by Doz. Dr. K. Peseke

• Publisher: John Wiley and Sons
• Year: 1981
• Tongue: English
• Weight: 340 KB
• Volume: 323
• Category: Article
• ISSN: 1615-4150
• DOI: 10.1002/prac.19813230317

✦ Synopsis

Push‐pull‐Butadienes. II. Reactions of 2‐Aryl‐4,4‐bis(methylthio)‐1,3‐butadiene‐1,1‐dicarbonitriles with Malononitrile and Ethyl Cyanoacetate

2‐Aryl‐4,4‐bis(methylthio)‐1,3‐butadiene‐1,1‐dicarbonitriles 1 react with sodium salts of malononitrile or ethyl cyanoacetate 3 to give 4‐aryl‐2‐methylthio‐1,4‐pentadiene‐1,1,5,5‐tetracarbonitriles and ethyl‐4‐aryl‐1,5,5‐tricyano‐2‐methylthio‐1,4‐pentadienecarboxylates 4, respectively. Also, arylethylidenemalononitriles 5 and bis(methylthio)methylenemalononitrile or ethyl bis(methylthio)methylenecyanoacetate 6 afford 4. Substituted dihydropyridines 8 are prepared by treating 4 with aromatic amines. Compounds 4 d, e can be converted to 2‐amino‐6‐aryl‐4‐methylthio‐benzene‐1,3‐dicarbonitriles 11 a, b.