Preparation method of 3,4,5-trisubstituted 1,2,4-triazole compound

Abstract

The invention discloses a preparation method of a 3,4,5-trisubstituted 1,2,4-triazole compound. The preparation method comprises the following steps: adding aryl ethanone and iodine into dimethyl sulfoxide, conducting heating to 90-110 DEG C, performing reacting for 4-6 hours, adding iodine, sodium dihydrogen phosphate, pyridine and trifluoroethyl imine hydrazide into the organic solution, carrying out heating to 110-130 DEG C, performing reacting for 12-20 hours, and after the reaction is completed, carrying out post-treatment to obtain the 3,4,5-trisubstituted 1,2,4-triazole compound. The preparation method is simple to operate, the initial raw materials are cheap and easy to obtain, the reaction does not need to be carried out under anhydrous and anaerobic conditions, heavy metal does not need to be used as a catalyst, the reaction can be easily expanded to gram level, operation is convenient, and the applicability of the method is widened.

Description

technical field [0001] The invention belongs to the field of organic synthesis, in particular to a preparation method of a 3,4,5-trisubstituted 1,2,4-triazole compound. Background technique [0002] 1,2,4-Triazole compound is an important nitrogen-containing five-membered heterocyclic ring, which widely exists in various molecular skeletons with biological and pharmaceutical activities (Chem. Rev. 2010, 110, 1809-1827). Many drugs contain 1,2,4-triazole molecular structure, such as deferasirox, maravirox and sitagliptin. Multi-substituted 1,2,4-triazole molecules are often used in ligand chemistry. The introduction of trifluoromethyl groups into heterocyclic molecules can significantly improve the physicochemical properties of the parent compound, such as electronegativity, bioavailability, metabolic stability, and lipophilicity (Science 2007, 317, 1881). [0003] [0004] Nowadays, various methods for synthesizing 3,4,5-trisubstituted 1,2,4-triazoles have been reported...

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Problems solved by technology

[0004] Nowadays, various methods for synthesizing 3,4,5-trisubstituted 1,2,4-triazoles have been reported in the literature, and the non-metal-promoted synthesis methods are also progressing rapidly, but the synthesis of 1,2,4-triazoles There are few methods that contain both trifluoromethyl and acyl groups in the molecular structure of azoles

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