Synthesis of substituted 3-chloro-1-(3-(trifluoromethyl)-5-inethoxy-4H-1,2,4-triazol-4-yl)-4-phenyiazetidin-2-ones

摘要

An efficient and extremely fast procedure to synthesize novel biologically active substituted trifluoro-2-azetidones heterocycles was discussed. Reaction of trifluoroacetic hydrazide 2 with hydrazine hydrate and then cyclization with tetramethoxy methane yields N-(3-(trifluoromethyl)-5-methoxy-4H-1,2,4-triazol-4-yl)amine 3. Condensation of the N-(3-(trifluoromethyl)-5-methoxy-4N-1,2,4-triazol-4-yl)amine 3 with corresponding aldehydes yields Schiff base (4a-k). Reaction of Schiff base with chloroacetyl chloride yields the corresponding substituted 3-chloro-1-(3-(trifluoromethyl)-5-methoxy-4H-1,2,4-triazol-4-yl)-4-phenylazetidin-2-one (5a-k).