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ChemicalBook CAS DataBase List 1-METHYLBENZIMIDAZOLE
1632-83-3

1-METHYLBENZIMIDAZOLE synthesis

14synthesis methods
-

Yield:1632-83-3 72%

Reaction Conditions:

Stage #1:benzoimidazole with sodium methylate in N,N-dimethyl-formamide at 20; for 0.0833333 h;
Stage #2:trifluoroacetic acid-methyl ester with sodium hydride in N,N-dimethyl-formamide for 10 h;

Steps:

11 Preparation of 1-methylbenzimidazole
Benzimidazole (100 mg, 0.85 mmol),DMF (4 mL),CH3ONa (137 mg, 2.5 mmol, 3 eq.) was added to the reaction flask in turn.After stirring at room temperature for 5 minutes, after NaH is uniformly dispersed,Slowly inject methyl trifluoroacetate (0.34 mL, 3.4 mmol, 4 eq.) into the reaction flask.After reacting for 10 hours, the TLC plate, the starting point disappeared, that is, the reaction was completed, and the stirring was stopped.Extract twice with ethyl acetate and distilled water.Wash with saturated NaCl solution and combine the organic phases.The organic phase was dried over anhydrous magnesium sulfate, and magnesium sulfate was removed by filtration.The brown liquid 1-methylbenzimidazole (81 mg, yield 72%) was purified by column chromatography.

References:

Guangdong Petrochemical College;Xiao Duoduo;Zheng Xin;Zeng Jiechun;Zhou Rujin;Huang Jiawei;Liang Jieling CN109180554, 2019, A Location in patent:Paragraph 0013

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