Continuously updated synthesis method about Methyl 2-amino-1H-benzo[d]imidazole-5-carboxylate

The synthetic route of 106429-38-3 has been constantly updated, and we look forward to future research findings.

Researchers who often do experiments know that organic synthesis is a process of preparing more complex target molecules from simple raw materials through one or more chemical reactions. Generally, it requires fewer steps, and cheap raw materials. 106429-38-3, name is Methyl 2-amino-1H-benzo[d]imidazole-5-carboxylate, A new synthetic method of this compound is introduced below., name: Methyl 2-amino-1H-benzo[d]imidazole-5-carboxylate

AA. 5-Carboxylic acid-2-aminobenzimidazole (16) 5-Carboxylic acid methyl ester-2-aminobenzimidazole (350 mg, 1.83 mmol, 1.0 eq, 15) was dissolved in a 1:1 mixture of MeOH (10 mL) and water (10 mL) in a 100 mL round bottom flask, and treated with 5.0 M aq. NaOH (10 mL). The reaction mixture was stirred for 12 h at rt, after which the MeOH was removed in vacuo. The aqueous solution was cooled to 0 C., and concentrated aq. HCl was added until pH ?2 was reached. The resulting precipitate was filtered and dried in vacuo at 50 C. to afford the HCl salt of 5-carboxylic acid-2-aminobenzimidazole (16) as a light brown crystalline solid (356 mg, 1.67 mmol, 91% yield). 1H NMR (300 MHz, DMSO-d6) delta 7.45 (d, 1H, J=8.3 Hz), 7.81 (dd, 1H, J=8.4, 1.5 Hz), 7.92 (d, 1H, J=1.4 Hz), 8.90 (s, 2H), 12.99 (bs, 2H); 13C NMR (75 MHz, DMSO-d6) delta 111.1 112.5, 124.7, 125.5, 129.8, 133.2, 151.5, 167.0; EI-MS: calculated m/z [M]+ 177.0533, observed m/z 177.0536.

The synthetic route of 106429-38-3 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; BLACKWELL, Helen; Frei, Reto; Breitbach, Anthony; Lynn, David M.; Broderick, Adam H.; US2013/136782; (2013); A1;,
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