Synthesis and biological activities of novel 1,3-bis[substituted-pyridyl (thiazolyl)methyl]-2-substitutedmethylideneimidazolidines

✍ Scribed by Man Yan; Zai-Gang Luo; Xiao-Fei Zhu; De-Qing Shi

• Publisher: Journal of Heterocyclic Chemistry
• Year: 2008
• Tongue: English
• Weight: 358 KB
• Volume: 45
• Category: Article
• ISSN: 0022-152X
• DOI: 10.1002/jhet.5570450415

✦ Synopsis

Abstract

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A series of novel 1,3‐dissubstitutedpyridyl(thiazolyl)methyl‐2‐substituted‐methylideneimidazolidine derivatives 2 and 4 were designed and synthesized via the N‐alkylation of the disubstituted heterocyclic ketene aminal derivative 1. When 1 (R = CN, R' = COOC~2~H~5~) was used as the starting materials, mono N‐alkylated reaction can take place in good yields owing to the presence of the intramolecular hydrogen bond. However, as for 1 (R = R' = CN), it is difficult to obtain pure mono N‐alkylated product. The structures of the target compounds were confirmed by IR, ^1^H NMR, EI‐MS and elemental analyses, and, in the case of 2c, by single crystal X‐ray diffraction. The preliminary bioassay indicated that some of the title compounds possess moderate fungicidal and insecticidal activity.