2-(1-H-四唑)-4’-甲基联苯的合成

Synthesis of 5-(4'-methyl-[1,1'-biphenyl]-2-yl)-1H-tetrazole

摘要:

以2-氰基-4’-甲基联苯（2）为原料，与氨基钠反应得到2-脒基-4’-甲基联苯（3），该化合物与水合肼发生取代反应得到4'-甲基-[1,1'-联苯]-2-甲酰胺酰肼（4），最后在酸性条件下与亚硝酸钠发生闭环反应得到2-(1-氢-四唑)-4'-甲基联苯（1），总收率达到81%，其结构经1H NMR和MS确证。

Abstract:

5-(4'-methyl-[1,1'-biphenyl]-2-yl)-1H-tetrazole was synthesized from 4'-methyl-[1,1'-biphenyl]-2-carbonitrile as the starting material in a total yield of 81%. 4'-Methyl-[1,1'-biphenyl]-2-carboximidamide(3) was firstly obtained by the addition of 4'-methyl-[1,1'-biphenyl]-2-carbonitrile with sodium amide in toluene. The consequent substitution reaction of 3 with hydrazine hydrate resulted in the formation of 4'-methyl-[1,1'-biphenyl]-2-carboximidhydrazide(4), and the final acidic cyclization of 4 with sodium nitrite gave the title compound 5-(4'-methyl-[1,1'-biphenyl]-2-yl)-1H-tetrazole(1), whose structure was characterized by 1H NMR and MS.