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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

1981; Wiley; Volume: 323; Issue: 3 Linguagem: Inglês

10.1002/prac.19813230317

0021-8383

Klaus Peseke,

Structural and Chemical Analysis of Organic and Inorganic Compounds

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 .