Name | 6-Methoxy-8-nitroquinoline |
Synonyms | 8-Nitro-6-methoxyquinoline 6-METHOXY-8-NITROQUINOLINE 6-methoxy-8-nitro-quinolin 6-Methoxy-8-nitroquinoline 6-Methoxy-8-Nitro quinoline Quinoline, 6-methoxy-8-nitro- methyl 8-nitro-6-quinolyl ether 6-methoxy-8-nitro-quinolin6-methoxy-8-nitroquinoline |
CAS | 85-81-4 |
EINECS | 201-633-7 |
InChI | InChI=1/C10H8N2O3/c1-15-8-5-7-3-2-4-11-10(7)9(6-8)12(13)14/h2-6H,1H3 |
Molecular Formula | C10H8N2O3 |
Molar Mass | 204.18 |
Density | 1.3244 (rough estimate) |
Melting Point | 158-160°C(lit.) |
Boling Point | 342.67°C (rough estimate) |
Flash Point | 179.4°C |
Vapor Presure | 1.97E-05mmHg at 25°C |
Appearance | Crystalline Powder |
Color | Yellow |
pKa | 1.25±0.20(Predicted) |
Storage Condition | Sealed in dry,Room Temperature |
Refractive Index | 1.5910 (estimate) |
MDL | MFCD00006802 |
Physical and Chemical Properties | Yellow needle-like crystals. Melting point 159-160 °c. Soluble in chloroform. |
Hazard Symbols | Xn - Harmful |
Risk Codes | R20/21/22 - Harmful by inhalation, in contact with skin and if swallowed. R36/37/38 - Irritating to eyes, respiratory system and skin. R40 - Limited evidence of a carcinogenic effect |
Safety Description | S26 - In case of contact with eyes, rinse immediately with plenty of water and seek medical advice. S27 - Take off immediately all contaminated clothing. S36/37/39 - Wear suitable protective clothing, gloves and eye/face protection. |
WGK Germany | 3 |
RTECS | VC0365000 |
HS Code | 29334900 |
Use | the product can be used as an intermediate of antimalarial primaquine phosphate. |
production method | is obtained by cyclization of 4-methoxy-2-nitroaniline. Glycerol was added to the reaction pot, and sulfuric acid was added at a temperature below 70 ° C., followed by addition of 4-methoxy-2-nitroaniline. After incubation at 75-80 °c, an aqueous solution of potassium iodide and iodine was added and the temperature was raised to 125 °c until the end point of the reaction was reached. It is diluted with ice water, neutralized to pH 3.5 with sodium hydroxide solution at below 35 °c, filtered and washed with water to pH 5 to give 6-methoxy-8-nitroquinoline. The yield was 90%. |