Synthesis of S-Triazolo-1,3,4-thiadiazine, Imidazolo- 1,3,4-thiadiazole and Imidazolo-1,3,4-oxadiazole Derivatives Containing Isoxazole

Chem. J. Chinese Universities ›› 2004, Vol. 25 ›› Issue (9): 1673.

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Synthesis of S-Triazolo-1,3,4-thiadiazine, Imidazolo- 1,3,4-thiadiazole and Imidazolo-1,3,4-oxadiazole Derivatives Containing Isoxazole

LIU Fang-Ming^1,2, ABLAJAN Keyume³, WANG Hou-Yong², SHAO Ling²

1. Department of Chemistry, Hangzhou Teacher College, Hangzhou 310012, China;
2. College of Chemistry and Chemical Engineering, Xinjiang University, Ulumuqi 830046, China;
3. Institute of Materia Medica, CA MS & PU MC, Beijing 100050, China

Received:2003-08-04 Online:2004-09-24 Published:2004-09-24

Abstract

Abstract: Isoxazole derivatives were characterized by broad spectrum of biological activities, but the condensed heterocyclic compounds containing isoxazole were scarcely reported. In this paper, we studied the 1,3-dipolar cycloaddition of p-methoxybenzohydroxamoyl chloride with ethyl sodioacetoacetate to obtain a key intermediate 2. Through compound 2, fifteen novel S-triazolo-1,3,4-thiadiazines(5a-5e), imidazolo-1,3,4-thiadiazoles(9a-9e) and imidazolo-1,3,4-oxadiazoles(10a-10e) containing isoxazole, which have potentially useful biological activities, were synthesized. The structures of the products were confirmed by elemental analyses and spectral analysis. And the characteristic data of IR, ¹H NMR and MS were explained reasonably.

Key words: Isoxazole, S-Triazolo-1,3,4-thiadiazine, Imidazolo-1,3,4-thiadiazole, Imidazolo-1,3,4-oxadiazole

CLC Number:

O626

TrendMD:

LIU Fang-Ming, ABLAJAN Keyume, WANG Hou-Yong, SHAO Ling . Synthesis of S-Triazolo-1,3,4-thiadiazine, Imidazolo- 1,3,4-thiadiazole and Imidazolo-1,3,4-oxadiazole Derivatives Containing Isoxazole[J]. Chem. J. Chinese Universities, 2004, 25(9): 1673.

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Synthesis of S-Triazolo-1,3,4-thiadiazine, Imidazolo- 1,3,4-thiadiazole and Imidazolo-1,3,4-oxadiazole Derivatives Containing Isoxazole

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