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| | 4-Bromo-3-chloro-6-methoxyaniline Basic information |
| Product Name: | 4-Bromo-3-chloro-6-methoxyaniline | | Synonyms: | 4-Bromo-3-chloro-6-methoxyaniline;4-Bromo-5-chloro-2-methoxyaniline 95+%;Benzenamine, 4-bromo-5-chloro-2-methoxy-;4-BroMo-5-chloro-2-Methoxyaniline | | CAS: | 102170-53-6 | | MF: | C7H7BrClNO | | MW: | 236.49 | | EINECS: | | | Product Categories: | | | Mol File: | Mol File |  |
| | 4-Bromo-3-chloro-6-methoxyaniline Chemical Properties |
| Boiling point | 296.7±35.0 °C(Predicted) | | density | 1.643±0.06 g/cm3(Predicted) | | storage temp. | Keep in dark place,Sealed in dry,Room Temperature | | pka | 2.78±0.10(Predicted) | | Appearance | Light brown to black Solid |
| | 4-Bromo-3-chloro-6-methoxyaniline Usage And Synthesis |
| Uses | 4-Bromo-5-chloro-2-methoxyaniline is a versatile reactant used in the preparation of thiazole and thiophene derivatives as store-operated calcium channels modulators useful in treatment of SOC channel-mediated diseases. | | Synthesis | General procedure for the synthesis of 4-bromo-5-chloro-2-methoxyaniline from 4-chloro-2-aminoanisole: N-bromosuccinimide (86.7 g, 0.487 mol) was added in batches to a solution of 5-chloro-2-methoxyaniline (Intermediate 5, 76.7 g, 0.487 mol) in acetonitrile (500 mL) at 0 °C, and the addition process lasted for 2 hours. After completion of the addition, the solvent was removed by distillation under reduced pressure. The residue was purified by column chromatography (silica gel: 200-300 mesh, 200 g) with petroleum ether/ethyl acetate as eluent (ratio tapered from 20:1 to 4:1) to afford 4-bromo-5-chloro-2-methoxyaniline as a light yellow solid (40.2 g, 35% yield). The product was analyzed by LCMS (A): retention time (Rt) 1.63 min, molecular ion peak (MH+) m/z 236/238. 1H NMR (300 MHz, CDCl3) δ 6.93 (s, 1H), 6.78 (s, 1H), 3.83 (s, 3H). | | References | [1] Patent: WO2015/91647, 2015, A1. Location in patent: Page/Page column 41; 42
[2] Patent: WO2016/188827, 2016, A1. Location in patent: Page/Page column 21 |
| | 4-Bromo-3-chloro-6-methoxyaniline Preparation Products And Raw materials |
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