Studies on Thiazolopyridines. Part 4: Synthesis of Hitherto Unknown 1,4-Bis(thiazolopyridine)benzene Derivatives

Abstract
2-Cyanomethyl-4-thiazolinone ( 1 ) was condensed with terephthalaldehyde ( 2 ) (2:1 molar ratio) and produced 1,4-bis(2-cyanomethyl-4,5-dihydro-5-methylidene-4-thiazolinone-5-yl) benzene ( 3 ). Treatment of compound ( 3 ) with benzylidenemalononitrile ( 4 ) (1:2 molar ratio) furnished the novel bisthiazolopyridines ( 6a-e ). Condensation of compound ( 1 ) with aromatic aldehyde yielded the benzylidene derivatives ( 7a-f ), which on treatment with compound ( 8 ) (2:1 molar ratio) afforded the novel bisthiazolopyridines ( 10a-f ). Structures of the synthesized compounds have been established by elemental analyses and spectral data.

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