| Identification | Back Directory | [Name]
5-Bromo-1-methyl-1H-benzo[d]imidazole | [CAS]
53484-15-4 | [Synonyms]
5-Bromo-1-methylbenzimidazole
5-BROMO-1-METHYL-1H-BENZIMIDAZOLE
1H-Benzimidazole, 5-bromo-1-methyl-
5-bromo-1-methyl-1H-1,3-benzodiazole
5-Bromo-1-methyl-1H-benzo[d]imidazole | [Molecular Formula]
C8H7BrN2 | [MDL Number]
MFCD09878409 | [MOL File]
53484-15-4.mol | [Molecular Weight]
211.07 |
| Chemical Properties | Back Directory | [Boiling point ]
317.2±34.0 °C(Predicted) | [density ]
1.60 | [storage temp. ]
Sealed in dry,Room Temperature | [pka]
4.56±0.10(Predicted) | [Appearance]
Light brown to orange Solid | [InChI]
InChI=1S/C8H7BrN2/c1-11-5-10-7-4-6(9)2-3-8(7)11/h2-5H,1H3 | [InChIKey]
KMJMDIYGNFGEEO-UHFFFAOYSA-N | [SMILES]
C1N(C)C2=CC=C(Br)C=C2N=1 |
| Hazard Information | Back Directory | [Synthesis]
To a solution of triethyl orthoformate (10 mL) of 4-bromo-N'-methylbenzene-1,2-diamine (1.7 g, 8 mmol) was added p-toluenesulfonic acid monohydrate (PTSA-H2O, 152 mg, 0.8 mmol). The reaction mixture was stirred at 85 °C for 2 hours. After completion of the reaction, the mixture was poured into water (50 mL) and extracted with ethyl acetate (EA, 40 mL × 2). The organic layers were combined, dried with anhydrous sodium sulfate (Na2SO4), filtered and concentrated under reduced pressure. The crude product was purified by silica gel column chromatography (eluent: petroleum ether/ethyl acetate = 50/1 to 10/1) to afford 5-bromo-1-methyl-1H-benzo[d]imidazole (1.5 g, 89% yield) as a yellow solid.LC-MS m/z: 211.1 [M + H]+. Retention time (tR) = 1.90 min. | [References]
[1] Patent: WO2017/176960, 2017, A1. Location in patent: Paragraph 00744
[2] Patent: WO2003/99776, 2003, A1. Location in patent: Page 34-35 |
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