Synthesis of 2-Chloro/2-methylsulphonyl-5-(2-phenyl-4-quinolyl)-1, 3, 4-oxadiazole Compounds and Their Nucleophilic Displacement

Chem. J. Chinese Universities ›› 1994, Vol. 15 ›› Issue (12): 1792.

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Synthesis of 2-Chloro/2-methylsulphonyl-5-(2-phenyl-4-quinolyl)-1, 3, 4-oxadiazole Compounds and Their Nucleophilic Displacement

ZHANG Zi-Yi¹, FENG Xiao-Ming¹, YANG Feng-Ke¹, GUAN Zuo-Wu²

1. Department of Chemistry, Lanzhou University, Lanzhou, 730000;
2. Beijing Medical University, Beijing

Received:1993-12-24 Revised:1994-04-28 Online:1994-12-24 Published:1994-12-24

Abstract

Abstract: Substituted compounds of 2-chloro-5-(2-phenyl-4-quinolyl)-1, 3, 4-oxadiazole 3 and 2-methylsulphonyl-5-(2-phenyl-4-quinolyl)-1, 3, 4-oxadiazole 6 have been synthesized and the reactions of 3 and 6 with a variety of nucleophilic reagent, such as, amine, azide and hydrazine were also investigated. 3 has been prepared by the treatment of 2-hydroxy-5-(2-phenyl-4-quinolyl)-1, 3, 4-oxadiazole with PCl₅/POCl₃. Whereas the 2-methylsulphonyl derivatives 6 has been obtained from 2-mercapto-5-(2-phenyl-4-quinolyl)-1, 3, 4-oxadiazole through methylation and subsequent oxidation with KMnO₄.

Key words: Oxadiazole, Synthesis, Nucleophilic substitution

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ZHANG Zi-Yi, FENG Xiao-Ming, YANG Feng-Ke, GUAN Zuo-Wu. Synthesis of 2-Chloro/2-methylsulphonyl-5-(2-phenyl-4-quinolyl)-1, 3, 4-oxadiazole Compounds and Their Nucleophilic Displacement[J]. Chem. J. Chinese Universities, 1994, 15(12): 1792.

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Synthesis of 2-Chloro/2-methylsulphonyl-5-(2-phenyl-4-quinolyl)-1, 3, 4-oxadiazole Compounds and Their Nucleophilic Displacement

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