A convenient method for synthesis of novel 1- [pyrimidinyl], 1-[1,3,5-triazin-2-carbonyl], and 1-[thiazol-5-carbonyl] derivatives of 3-thioxo-diaziridine 1, 3, 5, and 7 from corresponding hydrazides, CS2, and KOH is elaborated. The highest reaction yield was observed when these initial reagents were taken in molar ratio of 1:1.7:2.0, respectively. By alkylation of compounds 1, 3, 5, and 7 that proceeds exclusively at sulfur atom, the 3-sulfanyl derivatives of 1-[pyrimidinyl]-, 1-[1,3,5-triazin-2-carbonyl]-, and 1-[thiazol-5-carbonyl]-diazirines 2, 4, 6, and 8 were formed. The structures of synthesized compounds were confirmed by proton and carbon nuclear magnetic resonance (NMR), mass spectra (MS), and elemental analysis. The fungicidal activities of S-substituted derivatives were studied. Data of preliminary biological tests testify that these compounds can be of interest in search for new fungicides.
Synthesis and Fungicidal Activity of Novel 1,3-Disubstituted 1H-Diazirine Derivatives. -Among selected compounds of type (V), (VII), and (IX), screened for their fungicidal activity against Tilletia tritici, the derivative (Vc) shows the highest activity. -(ELIAZYAN, K. A.; AVETISYAN, F. V.; JIVANSHIRYAN, T. L.; PIVAZYAN, V. A.; GHAZARYAN, E. A.; SHAHBAZYAN, L. V.; HARUTYUNYAN, S. V.; YENGOYAN*, A. P.; J. Heterocycl. Chem. 48 (2011) 1, 118-123, http://dx.
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