5-Bromo-2-methoxy-3-nitro-4-picoline
5-Bromo-2-methoxy-3-nitro-4-picoline
CAS: 884495-14-1
Molecular Formula: C7H7BrN2O3
5-Bromo-2-methoxy-3-nitro-4-picoline - Names and Identifiers
| Name | 5-Bromo-2-methoxy-3-nitro-4-picoline |
| Synonyms | 5-Bromo-2-methoxy-3-nitro-4-picoline 5-BroMo-2-Methoxy-4-Methyl-3-nitropyridin 2-METHOXY-3-NITRO-5-BROMO-4-METHYLPYRIDINE 2-Methoxy-3-nitro-4-methyl-5-Bromopyridine 5-Bromo-2-methoxy-4-methyl-3-nitropyridine 5-Bromo-2-methoxy-4-methyl-3-nitropyridine-3 Pyridine, 5-broMo-2-Methoxy-4-Methyl-3-nitro- |
| CAS | 884495-14-1 |
| InChI | InChI=1/C7H7BrN2O3/c1-4-5(8)3-9-7(13-2)6(4)10(11)12/h3H,1-2H3 |
5-Bromo-2-methoxy-3-nitro-4-picoline - Physico-chemical Properties
| Molecular Formula | C7H7BrN2O3 |
| Molar Mass | 247.05 |
| Density | 1.636±0.06 g/cm3(Predicted) |
| Boling Point | 302.8±37.0 °C(Predicted) |
| Flash Point | 136.9°C |
| Solubility | Chloroform, Dichloromethane, Ethyl Acetate |
| Vapor Presure | 0.00174mmHg at 25°C |
| Appearance | Solid |
| Color | Light Yellow |
| pKa | -2.34±0.28(Predicted) |
| Storage Condition | Inert atmosphere,Room Temperature |
| Refractive Index | 1.577 |
5-Bromo-2-methoxy-3-nitro-4-picoline - Reference Information
| Application | 5-bromo-2-methoxy-4-methyl-3-nitropyridine is an organic intermediate, 2-methoxy-4-methyl-3-nitropyridine can be prepared from 2-chloro-4-methyl-3-nitropyridine, bromination is then followed by obtaining 5-bromo-2-methoxy-4-methyl-3-nitropyridine. |
| preparation | 1) preparation of 2-methoxy-4-methyl-3-nitropyridine 2-chloro-4-methyl-3-nitropyridine (250g,1.45mol) in methanol (1.0L) the solution was added dropwise to a Stirred (2H) and cooled (0 °c) solution of sodium methoxide (250g,4.63mol) in methanol (850mL). After the addition, the mixture was heated at reflux for 23h at which time TLC indicated that the reaction had been completed. The mixture was concentrated under reduced pressure to a volume of approximately 1.5 ml and quenched by addition of water (L). The resulting solid was collected by filtration, washed with water and dried under reduced pressure to give the title compound (250g,100% yield) as a brown solid. 2) Preparation of 5-bromo-2-methoxy-4-methyl-3-nitropyridine at ambient temperature, sodium acetate (5.37G, mol) to a stirred solution of 2-methoxy-4-methyl-3-nitropyridine (250g,1.49mol) in acetic acid (1.5L) was added dropwise (30min). Br2(639G, 4.00mol). After the addition, the mixture was heated at 80 °c for 12h at which time TLC indicated the reaction was complete. The mixture was cooled (0 °c) and quenched by the sequential addition of 10% aqueous Na2SO3 (1.5L) and saturated aqueous Na2SO3 (1.5L). The resulting solid was collected by filtration, washed with water, and dried under reduced pressure to give the title compound (302g,82.2% yield) as a light yellow solid. |
Last Update：2024-04-09 20:49:11
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