5-Carboxybenzimidazolone methyl ester manufacturers
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| | 5-Carboxybenzimidazolone methyl ester Basic information |
| Product Name: | 5-Carboxybenzimidazolone methyl ester | | Synonyms: | 1H-Benzimidazole-5-carboxylicacid,2,3-dihydro-2-oxo-,methylester(9CI);methyl 2-oxo-2,3-dihydro-1H-1,3-benzimidazole-5-carboxylate;1H-Benzimidazole-5-carboxylic acid, 2,3-dihydro-2-oxo-, methyl ester;methyl 2-oxo-2,3-dihydro-1H-1,3-benzodiazole-5-carboxylate;Methyl 2-oxo-1,3-dihydro-1,3-benzodiazole-5-carboxylate;Methyl 2-Oxo-2,3-dihydrobenzimidazole-5-carboxylate;Methyl 2,3-dihydro-2-oxo-1H-benzimidazole-5-carboxylate;5- CARBOXYBENZIMIDAZOLONE | | CAS: | 106429-57-6 | | MF: | C9H8N2O3 | | MW: | 192.17 | | EINECS: | 200-110-4 | | Product Categories: | BENZIMIDAZOLE | | Mol File: | 106429-57-6.mol |  |
| | 5-Carboxybenzimidazolone methyl ester Chemical Properties |
| Melting point | 312-313° | | Boiling point | 221.2±19.0 °C(Predicted) | | density | 1.325±0.06 g/cm3(Predicted) | | storage temp. | 2-8°C | | pka | 11.54±0.30(Predicted) | | Appearance | Light brown to gray Solid |
| | 5-Carboxybenzimidazolone methyl ester Usage And Synthesis |
| Synthesis | Methyl 3,4-diaminobenzoate (5.00 g, 30.1 mmol) was dissolved in THF (40 mL) at 0 °C, followed by the addition of N,N'-carbonyldiimidazole (7.32 g, 45.1 mmol). The reaction mixture was stirred at 0 °C for 16 h and gradually warmed up to 23 °C. Upon completion of the reaction, 1M HCl aqueous solution (50 mL) was slowly added followed by water (70 mL) at 0 °C and stirring was continued for 1 hour. The resulting precipitate was collected by filtration and dried under reduced pressure for 18 h to afford methyl 2-oxo-2,3-dihydro-1H-benzo[d]imidazole-5-carboxylate (5.45 g, 94% yield), and the product could be used for subsequent reactions without further purification. Mass spectrum (ESI/CI): calculated value C9H8N2O3, 192.1; measured value m/z 193.1 [M+H]+. 1H NMR (400 MHz, CDCl3) δ: 11.01 (s, 1H), 10.84 (s, 1H), 7.63 (dd, J=8.2,1.6Hz, 1H), 7.47 (s, 1H). 7.02 (d, J=8.2Hz, 1H), 3.82 (s, 3H). | | References | [1] Patent: WO2009/134750, 2009, A1. Location in patent: Page/Page column 139
[2] Journal of Medicinal Chemistry, 2006, vol. 49, # 12, p. 3719 - 3742
[3] Patent: US2010/249124, 2010, A1. Location in patent: Page/Page column 62
[4] Cell Chemical Biology, 2018, vol. 25, # 6, p. 677 - 12,690 |
| | 5-Carboxybenzimidazolone methyl ester Preparation Products And Raw materials |
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