5-NITRO-2-METHOXY PYRIDINE
2-Methoxy-5-nitropyridine
CAS: 5446-92-4
Molecular Formula: C6H6N2O3
5-NITRO-2-METHOXY PYRIDINE - Names and Identifiers
| Name | 2-Methoxy-5-nitropyridine |
| Synonyms | 2-Methoxy-5-nitropyridine 2-METHOXY-5-NITROPYRIDINE 6-Methoxy-3-nitropyridine 5-NITRO-2-METHOXY PYRIDINE METHOXY(2-)-5-NITROPYRIDINE Pyridine,2-methoxy-5-nitro- |
| CAS | 5446-92-4 |
| EINECS | 226-661-7 |
| InChI | InChI=1/C6H6N2O3/c1-11-6-3-2-5(4-7-6)8(9)10/h2-4H,1H3 |
5-NITRO-2-METHOXY PYRIDINE - Physico-chemical Properties
| Molecular Formula | C6H6N2O3 |
| Molar Mass | 154.12 |
| Density | 0.45 |
| Melting Point | 104-108°C(lit.) |
| Boling Point | 277.46°C (rough estimate) |
| Flash Point | 130 °C |
| Water Solubility | insoluble |
| Vapor Presure | 0.0216mmHg at 25°C |
| Appearance | Solid |
| Color | Clear colorless to yellow |
| BRN | 126991 |
| pKa | -0?+-.0.10(Predicted) |
| Storage Condition | Sealed in dry,Room Temperature |
| Refractive Index | 1.5100 (estimate) |
| MDL | MFCD00006263 |
| Physical and Chemical Properties | Crystal. Melting point 110 °c. |
| Use | Used as a drug Intermediate |
5-NITRO-2-METHOXY PYRIDINE - Risk and Safety
| Hazard Symbols | Xi - Irritant |
| Risk Codes | 36/37/38 - Irritating to eyes, respiratory system and skin. |
| Safety Description | S26 - In case of contact with eyes, rinse immediately with plenty of water and seek medical advice. S37/39 - Wear suitable gloves and eye/face protection S36 - Wear suitable protective clothing. |
| WGK Germany | 3 |
| HS Code | 29333990 |
| Hazard Class | IRRITANT |
5-NITRO-2-METHOXY PYRIDINE - Reference Information
| preparation | (1) synthesis of 2-amino -5-nitropyridine 18.82g(0.2mol) of 2-aminopyridine and 75.3g of dichloroethane are added into the reactor, stirred and dissolved, 43.29g of mixed acid composed of fuming nitric acid/concentrated sulfuric acid with a mass ratio of 1:1.3 is slowly added dropwise below 10 ℃, after dropping, react at 58 ℃ for 10 hours, and the reaction solution changes from light yellow to wine red. After the reaction, the temperature is reduced to room temperature, the water is washed to PH5.5, the organic layer is reduced to recover dichloroethane, the residue is slowly poured into ice water, deep yellow precipitate is precipitated, filtered, washed and dried to obtain 25.64g of 2-amino -5-nitropyridine, the HPLC purity is 98.57%, and the yield is 90.85%. (2) Synthesis of 2-Hydroxy -5-Nitropyridine 13.9g(0.1mol) of 2-amino -5-nitropyridine is dissolved in 55.6g of dilute hydrochloric acid with a mass concentration of 15%, 48.3g of 20% NaNO2 aqueous solution is added dropwise below 0 ℃, after dropping, heat preservation at 5 ℃ for 30min, reaction solution is concentrated under reduced pressure, light yellow solid is precipitated by cooling, ice water washing and drying, 12.48g of 2-hydroxy -5-nitropyridine was obtained with HPLC purity of 98.35% and yield of 87.61%. |
| use | for organic synthesis. The product is reduced to obtain 5-amino-2-methoxypyridine, which is an intermediate of the drug. For example, it is used to produce the first-aid antimalarial drug, pyronidine. Used as a pharmaceutical intermediate |
| Production method | From 2-chloro-5-nitropyridine through etherification. Sodium methoxide is added dropwise to the mixed solution of 2-chloro-5-nitropyridine and methanol under stirring, and crystals are precipitated in crushed ice after adding sulfur for 1h. Filter, dry, and recrystallize with methanol to obtain the finished product. The yield was 92%. |
Last Update：2024-04-09 21:01:54
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