Synthesis, Characterization and Crystal Structure of N-(3-((2-Chlorothiazol-5-yl)methyl)-5-methyl-l,3,5-oxadiazinan-4-ylidene)nitramide

摘要

N-(3-[(2-chlorothiazol-5-yl)methyl]-5-methyl-l,3,5-oxadiazinan-4-ylidene)nitramide (I), i.e., thiamethoxam, it is a broad-spectrum insecticide that effectively controls insects, being a second generation neonicotinoid compound belonging to the chemical subclass the thianicotinyls. It was prepared from 5-(chloromethyl)-2-(phenylthio)thiazole (1) via chlorination by C1-/HC1 system and then condensation by K2CO3/CSI. The product was characterized by NMR and LC-MS. The crystal structure of compound I was investigated using X-ray diffraction and SHELXTL-97 software. The result indicated that compound I crystallized in the monoclinic system, space group P 21 with a = 6.488(13), b = 28.786 (6), c s 6.804(14) A, V=1225.1 (5) A3; Z4.