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| | 2-CHLORO-6-METHOXY-QUINOLINE Basic information |
| Product Name: | 2-CHLORO-6-METHOXY-QUINOLINE | | Synonyms: | Einecs 237-162-9;Quinoline, 2-chloro-6-methoxy-;2-Chloro-6-methoxy-1-azanaphthalene;6-METHOXY-2-CHLORO-QUINOLINE;2-CHLORO-6-METHOXY-QUINOLINE | | CAS: | 13676-02-3 | | MF: | C10H8ClNO | | MW: | 193.63 | | EINECS: | 237-162-9 | | Product Categories: | | | Mol File: | 13676-02-3.mol |  |
| | 2-CHLORO-6-METHOXY-QUINOLINE Chemical Properties |
| Melting point | 106-107℃ | | Boiling point | 310.5±22.0 °C(Predicted) | | density | 1.267 | | storage temp. | Inert atmosphere,Room Temperature | | pka | 0.37±0.43(Predicted) | | form | solid | | Appearance | White to yellow Solid | | InChI | 1S/C10H8ClNO/c1-13-8-3-4-9-7(6-8)2-5-10(11)12-9/h2-6H,1H3 | | InChIKey | ZFEJTYQUWRVCFW-UHFFFAOYSA-N | | SMILES | COc1ccc2nc(Cl)ccc2c1 |
| Hazard Codes | Xn | | Risk Statements | 22-41 | | Safety Statements | 26-39 | | WGK Germany | 3 | | HS Code | 2933499090 | | Storage Class | 11 - Combustible Solids | | Hazard Classifications | Acute Tox. 4 Oral
Eye Dam. 1 |
| | 2-CHLORO-6-METHOXY-QUINOLINE Usage And Synthesis |
| Synthesis | General procedure for the synthesis of 2-chloro-6-methoxyquinoline from 6-methoxyquinolin-2(1H)-one: 6-methoxyquinolin-2-ol (400 mg, 2.29 mmol) was dissolved in phosphorus trichloride (5.0 mL) and the reaction was carried out at reflux for 2 hours. After completion of the reaction, the solvent was removed by distillation under reduced pressure. The residue was dissolved in ethyl acetate (50 mL) and the organic layer was washed sequentially with saturated sodium bicarbonate solution (30 mL × 2). The organic layer was dried over anhydrous sodium sulfate, filtered and concentrated to give the crude product. The crude product was purified by silica gel column chromatography (petroleum ether/ethyl acetate = 10:1) to afford 2-chloro-6-methoxyquinoline (380 mg, 86% yield) as a white solid.1H NMR (CDCl3, 400 MHz): δ 7.92 (d, J = 8.4 Hz, 1H), 7.85 (d, J = 9.2 Hz, 1H), 7.32-7.25 ( m, 2H), 7.00 (d, J = 2.4 Hz, 1H), 3.86 (s, 3H). | | References | [1] Patent: WO2012/48181, 2012, A1. Location in patent: Page/Page column 74
[2] Patent: WO2012/83165, 2012, A1. Location in patent: Page/Page column 91
[3] Ann. Inst. Pasteur, 1930, vol. 44, p. 719,736 |
| | 2-CHLORO-6-METHOXY-QUINOLINE Preparation Products And Raw materials |
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