6-Bromo-3-nitro-4-quinolinol CAS 853908-50-6
6-Bromo-3-nitro-4-quinolinol Basic information
| Product Name: | 6-Bromo-3-nitro-4-quinolinol |
| Synonyms: | 6-bromo-3-nitro-1H-quinolin-4-one;6-Bromo-3-nitro-4-quinolinol;6-Bromo-3-nitro-quinolin-4-ol;6-Bromo-4-hydroxy-3-nitroquinoline;6-BroMo-3-nitro-4-hydroxy-quinoline;4-Quinolinol, 6-broMo-3-nitro-;6-BroMo-3-nitro-4-quinoli...;3-Nitro-4-hydroxy-6-broMoquinoline |
| CAS: | 853908-50-6 |
| MF: | C9H5BrN2O3 |
| MW: | 269.05 |
| EINECS: | |
| Product Categories: | |
| Mol File: | 853908-50-6.mol |
6-Bromo-3-nitro-4-quinolinol Chemical Properties
| Boiling point | 389.3±37.0 °C(Predicted) |
| density | 1.878±0.06 g/cm3(Predicted) |
| storage temp. | Sealed in dry,Room Temperature |
| pka | -0.53±0.50(Predicted) |
| Appearance | Light brown to brown Solid |
| InChI | InChI=1S/C9H5BrN2O3/c10-5-1-2-7-6(3-5)9(13)8(4-11-7)12(14)15/h1-4H,(H,11,13) |
| InChIKey | AMKJVYOALDEARM-UHFFFAOYSA-N |
| SMILES | N1C2C(=CC(Br)=CC=2)C(O)=C([N+]([O-])=O)C=1 |
Safety Information
| HS Code | 2933499090 |
| Uses | 6-Bromo-4-hydroxy-3-nitroquinoline salt is a quinoline derivative with certain alkalinity, which can be used as an intermediate in organic synthesis and pesticide chemistry for the synthesis of bioactive molecules, drug molecules and pesticides. |
| Synthesis | 1201643-75-5 853908-50-6 5-Bromo-2-(2-nitrovinylamino)benzoic acid (25 g, 87 mmol) was used as starting material, which was mixed with acetic anhydride (10.5 mL, 104 mmol) in acetic acid anhydride (112 mL, 1185 mmol), and the reaction was stirred for 3 hr at 120° C. The reaction was completed by filtration. After completion of the reaction, the precipitate was collected by filtration and washed with acetic acid until the filtrate was colorless. The precipitate was subsequently washed with water and dried to give the target product 6-bromo-4-hydroxy-3-nitroquinoline. Yield: 15 g (64%). The structure of the product was confirmed by 1H NMR (CDCl3, 500MHz): δ 9.275 (s, 1H), 8.611-8.615 (d, 1H, J = 2Hz), 8.100-8.118 (d, 1H, J = 9Hz), 8.026-8.048 (dd, 1H, J = 8.5Hz, 2Hz). |
| References | [1] Patent: WO2011/1212, 2011, A1. Location in patent: Page/Page column 37-38 [2] Patent: WO2009/155527, 2009, A2. Location in patent: Page/Page column 141 [3] MedChemComm, 2016, vol. 7, # 2, p. 297 - 310 [4] Patent: WO2008/64093, 2008, A2. Location in patent: Page/Page column 17 [5] Journal of Medicinal Chemistry, 2017, vol. 60, # 14, p. 6337 - 6352 |
6-Bromo-3-nitro-4-quinolinol Preparation Products And Raw materials
| Raw materials | Benzoic acid, 5-broMo-2-[[(1E)-2-nitroethenyl]aMino]--->Benzoic acid, 5-broMo-2-[(2-nitroethenyl)aMino]--->Potassium Acetate-->Acetic anhydride-->6-BROMO-4-HYDROXYQUINOLINE |
| Preparation Products | 2-(5-((3-Amino-6-bromoquinolin-4-yl)amino)pyridin-2-yl)-2-methylpropanenitrile |
