4-HYDROXY-6-METHOXYQUINOLINE manufacturers
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| | 4-HYDROXY-6-METHOXYQUINOLINE Basic information |
| | 4-HYDROXY-6-METHOXYQUINOLINE Chemical Properties |
| Melting point | 225-244 °C(Solv: water (7732-18-5)) | | Boiling point | 351.8±22.0 °C(Predicted) | | density | 1.258±0.06 g/cm3(Predicted) | | storage temp. | Sealed in dry,Room Temperature | | form | solid | | pka | 4.40±0.40(Predicted) | | Appearance | Off-white to gray Solid | | InChI | 1S/C10H9NO2/c1-13-7-2-3-9-8(6-7)10(12)4-5-11-9/h2-6H,1H3,(H,11,12) | | InChIKey | RVTLXJLNIDCHKT-UHFFFAOYSA-N | | SMILES | COc1ccc2nccc(O)c2c1 |
| 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 |
| | 4-HYDROXY-6-METHOXYQUINOLINE Usage And Synthesis |
| Synthesis | General procedure for the synthesis of 4-hydroxy-6-methoxyquinoline-3-carboxylic acid from 4-hydroxy-6-methoxyquinoline-3-carboxylic acid: 4-hydroxy-6-methoxyquinoline-3-carboxylic acid (7, 15.7 g, 72 mmol) was dissolved in 80 mL of diphenyl ether and heated to 245 °C in a metal bath for 2 hours. After completion of the reaction, the mixture was cooled to room temperature and dissolved in 200 mL of hexane. The mixture was stirred for 3 hours and then filtered. The resulting solid was washed with ethyl acetate and dried to give 6-methoxyquinolin-4-ol (8, 12.5 g, 72 mmol, 100% yield). The product was characterized by 1H-NMR (DMSO-d6): δ= 3.81 (s, 3H), 5.99 (d, 1H), 7.28 (dd, 1H), 7.48-7.53 (m, 2H), 7.86 (d, 1H), 11.87 (bs, 1H).Results of the LC-MS analysis: retention time (Rt) = 0.87 min; mass spectrum (MS): m/z = 176 [M + H]+. | | References | [1] Tetrahedron Letters, 2017, vol. 58, # 8, p. 794 - 796
[2] Journal of the American Chemical Society, 1946, vol. 68, p. 1204,1206
[3] Organic Syntheses, 1955, vol. Coll. Vol. III, p. 272
[4] Journal of the American Chemical Society, 1947, vol. 69, p. 1659,1660
[5] Chemical and Pharmaceutical Bulletin, 2007, vol. 55, # 5, p. 821 - 824 |
| | 4-HYDROXY-6-METHOXYQUINOLINE Preparation Products And Raw materials |
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