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Design and synthesis of diheterocyclic compounds containing tetrazolinone and 1,2,4‐triazole
Author(s) -
Luo YanPing,
Lin Long,
Yang GuangFu
Publication year - 2007
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.5570440433
Subject(s) - chemistry , stacking , hydrogen bond , proton nmr , bioassay , triazole , stereochemistry , intermolecular force , carbon 13 nmr , 1,2,4 triazole , 1,2,3 triazole , elemental analysis , chemical shift , combinatorial chemistry , medicinal chemistry , organic chemistry , molecule , biology , genetics
A novel series of 1‐(4‐chlorophenyl)‐4‐{[5‐(alkylthio)‐4‐phenyl‐4 H ‐1,2,4‐triazol‐3‐yl]methyl}‐1,4‐dihydro‐5 H ‐tetrazol‐5‐ones 6a‐y were synthesized in good to excellent yields and their structures were identified by 1 H nmr, 13 C nmr, ms and elemental analysis. Determining the X‐ray crystallography of compound 6j indicated that there were strong intermolecular hydrogen bonds in the stacking interactions. The bioassay results showed that compound 6k exhibited good insecticidal activities against T cinnabarinus at the dosage of 250 mg.L −1 . To our knowledge, this is the first report about the insecticidal activity of tetrazolinone derivatives.