Synthesis of 2, 5-disubstituted-1, 3, 4-oxadiazole derivatives

摘要

Synthesis of a series of various 2, 5-disubstituted-1, 3, 4-oxadiazole derivatives (7a-7u) have been done. Synthesis of a series of intermediates (3a-3c and 5a-5c) have been also done, ethyl-2-phenoxyacetate (3a), ethyl 2-(2, 4-dichlorophenoxy)acetate (3b), ethyl 2-(4-nitrorophenoxy) acetate (3c), 2-phenoxyacetohydrazide (5a), 2-(2, 4-dichlorophenoxy) acetohydrazide (5b), 2-(4-nitrophenoxy)acetohydrazide (5c) , and final product (7a-7u), 2-(phenoxymethyl)-5-phenyl-1, 3, 4-oxadiazole (7a), 4-(5-(phenoxymethyl)-1, 3, 4-oxadiazol-2-yl)aniline (7b), 3-(5-(phenoxymethyl)-1, 3, 4-oxadiazol-2-yl) aniline (7c), 2-(5-(phenoxymethyl)-1, 3, 4-oxadiazol-2-yl)phenol (7d), 2, 4-dinitro-6-(5-(phenoxymethyl)-1, 3, 4-oxadiazol-2-yl)phenol (7e), 2-(4-(methylthio)benzyl)-5-(phenoxymethyl)-1,3,4-oxadiazole (7f), 2-((2, 4-dichlorophenoxy) methyl)-5-phenyl-1,3,4-oxadiazole (7g), 4-(5-((2, 4-dichlorophenoxy) methyl)-1,3,4-oxadiazol-2-yl)aniline (7h), 3-(5-((2, 4-dichlorophenoxy) methyl)-1,3,4-oxadiazol-2-yl)aniline (7i), 2-(5-((2, 4-dichlorophenoxy) methyl)-1, 3, 4-oxadiazol-2-yl)phenol (7j), 2-(5-((2, 4-dichlorophenoxy) methyl)-1,3,4-oxadiazol-2-yl)-4,6-dinitrophenol (7k), 2-((2,4-dichlorophenoxy) methyl)-5-(4-(methylthio)benzyl)-1,3,4-oxadiazole (7l), (Z)-2-((2, 4-dichlorophenoxy) methyl)-5-styryl-1,3,4-oxadiazole (7m), (S)-4-(2-(5-((2,4-dichlorophenoxy) methyl)-1, 3, 4-oxadiazol-2-yl)propyl)phenol (7n), 2-((4-nitrophenoxy) methyl)-5-phenyl-1, 3, 4-oxadiazole (7o), 4-(5-((4-nitrophenoxy)methyl)-1,3,4-oxadiazol-2-yl)aniline (7p), 3-(5-((4-nitrophenoxy)methyl)-1,3,4-oxadiazol-2-yl)aniline (7q), 2-(5-((4-nitrophenoxy)methyl)-1,3,4-oxadiazol-2-yl)phenol (7r), 2, 4-dinitro-6-(5-((4-nitrophenoxy)methyl)-1,3,4-oxadiazol-2-yl)phenol (7s), 2-(4-(methylthio) benzyl)-5-((4-nitrophenoxy)methyl)-1,3,4-oxadiazole (7t), (Z)-2-((4-nitrophenoxy)methyl)-5-styryl-1,3,4-oxadiazole (7u) and 5-((2, 4-dichlorophenoxy)methyl)-1,3,4-oxadiazole-2-thiol (7v).