Preparation method of 2-arylbenzimidazole
A technology of benzimidazole and aryl group, applied in the field of preparing 2-arylbenzimidazole, can solve the problems of complicated post-processing process, high catalyst cost, long reaction time and the like, and achieves short reaction time, good catalytic effect and low cost low effect
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[0021] Example 1:
[0022] 1) Add 0.01mol o-phenylenediamine and 0.01mol benzoic acid to a dry three-necked flask, then add 5mL 1,4-dioxane, and then add 0.001mol of concentrated sulfuric acid with a mass concentration of 98% under stirring. , Keep at 102℃ and reflux for 5h under sufficient stirring to obtain a mixed solution;
[0023] 2) Cool the mixture to room temperature, and then add a 10% NaOH aqueous solution with a mass concentration of 10% to the mixture to make the mixture alkaline and precipitate solids. Then the mixture is filtered under reduced pressure and the solids obtained are naturally air-dried. The 2-phenylbenzimidazole was obtained with a yield of 76%.
[0024] The present invention further provides a comparative example of Example 1, that is, a preparation method for preparing 2-phenylbenzimidazole without adding concentrated sulfuric acid catalyst, and the preparation method is as follows:
[0025] 1) Add 0.01 mol o-phenylenediamine and 0.01 mol benzoic acid to...
Example Embodiment
[0028] Example 2:
[0029] 1) Add 0.01 mol o-phenylenediamine and 0.011 mol benzoic acid to a dry three-necked flask, then add 5 mL of 1,4-dioxane, and then add 0.001 mol of concentrated sulfuric acid with a mass concentration of 98% under stirring. , Keep at 102℃ and reflux for 4.5h under sufficient stirring to obtain a mixed solution;
[0030] 2) Cool the mixture to room temperature, and then add a 10% NaOH aqueous solution with a mass concentration of 10% to the mixture to make the mixture alkaline and precipitate solids. Then the mixture is filtered under reduced pressure and the solids obtained are naturally air-dried. 2-phenylbenzimidazole was obtained with a yield of 85%.
Example Embodiment
[0031] Example 3:
[0032] 1) Add 0.01 mol of o-phenylenediamine and 0.012 mol of benzoic acid to a dry three-necked flask, then add 5 mL of 1,4-dioxane, and then add 0.001 mol of concentrated sulfuric acid with a mass concentration of 98% under stirring. , Keep at 102℃ and reflux for 4h under sufficient stirring to obtain a mixed solution;
[0033] 2) Cool the mixture to room temperature, and then add a 10% NaOH aqueous solution with a mass concentration of 10% to the mixture to make the mixture alkaline and precipitate solids. Then the mixture is filtered under reduced pressure and the solids obtained are naturally air-dried. Obtain 2-phenylbenzimidazole with a yield of 90%, IR (υ max ,KBr, cm -1 ): 1625 (-C=N), 3190 (-NH); 1 HNMR(δppm, CDCl 3 ): 12.96 (s, 1H, -NH), 7.94 (d, 2H, Ar-H), 7.25-7.27 (m, 4H, Ar-H), 7.41-7.44 (m, 1H, Ar-H), 6.90 -6.92 (m, 2H, Ar-H).
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