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Synthesis and biological activities of novel 1,3‐bis[substituted‐pyridyl (thiazolyl)methyl]‐2‐substitutedmethylideneimidazolidines
Author(s) -
Yan Man,
Luo ZaiGang,
Zhu XiaoFei,
Shi DeQing
Publication year - 2008
Publication title -
journal of heterocyclic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.321
H-Index - 59
eISSN - 1943-5193
pISSN - 0022-152X
DOI - 10.1002/jhet.5570450415
Subject(s) - chemistry , alkylation , aminal , intramolecular force , ketene , derivative (finance) , medicinal chemistry , proton nmr , stereochemistry , organic chemistry , catalysis , financial economics , economics
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.