22-(n-Butyl)-3-(4-hydroxybenzoyl)-5-nitrobenzofuran
2-butyl-3-(4-hydroxybenzoyl)-5-nitrobenzofuran
CAS: 141645-16-1
Molecular Formula: C19H17NO5
22-(n-Butyl)-3-(4-hydroxybenzoyl)-5-nitrobenzofuran - Names and Identifiers
22-(n-Butyl)-3-(4-hydroxybenzoyl)-5-nitrobenzofuran - Physico-chemical Properties
| Molecular Formula | C19H17NO5 |
| Molar Mass | 339.34 |
| Density | 1.302±0.06 g/cm3(Predicted) |
| Melting Point | 129 - 131°C |
| Boling Point | 559.5±50.0 °C(Predicted) |
| Flash Point | 292.158°C |
| Water Solubility | 220μg/L at 20℃ |
| Solubility | Chloroform (Slightly), Methanol (Slightly) |
| Vapor Presure | 0Pa at 25℃ |
| Appearance | Pale yellow solid |
| Color | White to Off-White |
| pKa | 7.40±0.15(Predicted) |
| Storage Condition | Sealed in dry,Room Temperature |
| Refractive Index | 1.636 |
| Use | This product is for scientific research only and shall not be used for other purposes. |
22-(n-Butyl)-3-(4-hydroxybenzoyl)-5-nitrobenzofuran - Risk and Safety
| HS Code | 2932996560 |
22-(n-Butyl)-3-(4-hydroxybenzoyl)-5-nitrobenzofuran - Reference Information
| LogP | 3.72 at 24℃ |
| Properties | 2-butyl -3-(4-hydroxybenzoyl)-5-nitrobenzofuran is white or gray at room temperature and pressure Solid powder. |
| Use | 2-butyl -3-(4-hydroxybenzoyl)-5-nitrobenzofuran can be used as an intermediate in pharmaceutical chemistry and organic synthesis, For example, it is the key synthetic intermediate of the antiarrhythmic drug molecule dronedarone. dronedarone is suitable for patients with sinus rhythm with a history of paroxysmal or persistent atrial fibrillation, reduce the risk of hospitalization for atrial fibrillation ( AF). In the synthetic transformation, the phenolic hydroxyl group in the structure can undergo alkylation under alkaline conditions, or become triflate for subsequent drug molecular modification. |
| Preparation method | Add aluminum chloride (28.3g, 0.212 mol) to 2-butyl-3-(4-methoxybenzoyl)-5-nitrobenzofuran (30g, 0.084 mol) in chlorobenzene (180 mL) solution, the resulting mixture was heated at 85°C for 4 hours. Let the reaction mixture cool to 60°C and quench the mixture with water (120 mL). Further cool to 35°C, add methylene chloride (150 mL) and stir for about 30 minutes. Separate the two phases, wash the organic layer with water (150 mL), and concentrate the mixture under reduced pressure. Chlorobenzene (60 mL) was added to the residue and stirred at 0°C for 2 hours, the separated solids were filtered, the mixture was washed with chlorobenzene (15 mL) and dried at 65°C to obtain 2-Butyl-3-(4-hydroxybenzoyl)-5-nitrobenzofuran. Figure 2-Butyl-3-(4-hydroxybenzoyl)-5-nitrobenzofuran synthesis route |
Last Update：2024-04-09 02:00:06
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