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CAS No. : | 131020-36-5 | MDL No. : | MFCD04492113 |
Formula : | C10H10N2O2 | Boiling Point : | - |
Linear Structure Formula : | - | InChI Key : | HBYFGEOBNHODCG-UHFFFAOYSA-N |
M.W : | 190.20 | Pubchem ID : | 965319 |
Synonyms : |
|
Signal Word: | Warning | Class: | N/A |
Precautionary Statements: | P261-P305+P351+P338 | UN#: | N/A |
Hazard Statements: | H302-H315-H319-H335 | Packing Group: | N/A |
GHS Pictogram: |
* All experimental methods are cited from the reference, please refer to the original source for details. We do not guarantee the accuracy of the content in the reference.
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
79% | Stage #1: at 20℃; for 4 h; |
The methyl 1-methyl-1H-benzimidazole-5-carbonate (500 mg) obtained above was dissolved in methanol (10 ml). 1 N Sodium hydroxide solution (8 ml) was added thereto, and the mixture was stirred for 4 hours at room temperature. Water was added to the reaction mixture which was then acidified by formic acid. Precipitates were collected by filtration and dried under reduced pressure to give the title compound (367 mg, Y.: 79percent). 1H NMR; (DMSO-d6) δ (ppm): 3.8 (s, 3H), 7.6 (d, 1H), 7.8 (dd, 1H), 8.2 (d, 1H), 8.3 (s, 1H). |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
97% | at 90℃; for 3 h; | The methyl 3-amino-4-methylaminobenzoate (3.3 g) obtained above was dissolved in formic acid (96 ml). Water (4 ml) was added thereto, and the solution was stirred for 3 hours at 90°C. The reaction solution was concentrated under reduced pressure, and ethyl acetate was added to the residue. The organic phase was washed with a saturated sodium bicarbonate solution and dried over sodium sulfate anhydrous. The product was concentrated under reduced pressure to give methyl 1-methyl-1H-benzimidazole-5-carbonate (3.4 g, Y.: 97percent). 1H NMR; (DMSO-d6) δ (ppm): 3.8 (s, 3H), 3.8 (s, 3H), 7.6 (d, 1H), 7.9 (dd, 1H), 8.2 (d, 1H), 8.3 (s, 1H). ESI/MS (m/z): 191 (M+H)+. |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
43.6% | With hydrogenchloride; sodium hydroxide In methanol; water | STR11 1-Methylbenzimidazole-5-carboxylic acid hydrochloride, 20.2 g (including inorganic matters), was added to 300 ml of methanol and 5 ml of conc. hydrochloric acid was added to the mixture followed by heating to reflux for 7 hours. The solvent was distilled off and 200 ml of water was added to the residue. At 5° to 10° C., 1 N sodium hydroxide solution was added to the mixture to adjust pH to 9 to 10 followed by extraction with ethyl acetate. The ethyl acetate layer was dried over anhydrous magnesium sulfate and filtered. The solvent was distilled off under reduced pressure. The resulting crystals were washed with ether to give 4.8 g of methyl 1-methyl-benzimidazole-5-carboxylate (43.6percent, based on 1,5-dimethylbenzimidazole). |
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