DICHLOROQUINOLINE(2,5-)
DICHLOROQUINOLINE(2,5-)
CAS: 59412-12-3
Molecular Formula: C9H5Cl2N
DICHLOROQUINOLINE(2,5-) - Names and Identifiers
| Name | DICHLOROQUINOLINE(2,5-) |
| Synonyms | 2,5-DICHLOROQUINOLINE DICHLOROQUINOLINE(2,5-) Quinoline, 2,5-dichloro- |
| CAS | 59412-12-3 |
DICHLOROQUINOLINE(2,5-) - Physico-chemical Properties
| Molecular Formula | C9H5Cl2N |
| Molar Mass | 198.05 |
| Density | 1.407±0.06 g/cm3(Predicted) |
| Melting Point | 76-77 °C(Solv: hexane (110-54-3)) |
| Boling Point | 304.0±22.0 °C(Predicted) |
| pKa | -0.77±0.50(Predicted) |
| Storage Condition | under inert gas (nitrogen or Argon) at 2-8°C |
DICHLOROQUINOLINE(2,5-) - Reference Information
| use | 2,5-dichloroquinoline can be used as an intermediate in pharmaceutical synthesis. |
| Preparation | Step 1: Add m-CPBA(39g,192mmol) to a DCM(500mL) solution of compound 5-chloroquinoline (30g,183mmol) and stir the mixture at 15°C for 12 hours. Saturated Na2SO3 aqueous solution (aqueous solution, 1000mL) was added, and the mixture was stirred at 15 ℃ for another 0.5 hours. Check the reaction by potassium iodide-starch test paper until the test paper does not turn blue. The mixture was extracted with DCM(500mL × 3). The combined organic phase was washed with salt water (500mL), dried with anhydrous Na2SO4, and then filtered. Concentrate the filtrate to obtain the residue. The residue was purified by silica gel chromatography (column height: 250mm, diameter: 100mm,100-200 mesh silica gel, petroleum ether/ethyl acetate = 50/1~0/1), and the intermediate (19g, 49%) was obtained as yellow solid. step 2: add POCl3(32g,212mmol) to DCM(250mL) solution of step 1 intermediate (19g,106mmol). The mixture was heated to 40°C and stirred for 1.5 hours. Saturated NaHCO3 aqueous solution (aqueous solution, 500mL) was added, the mixture was stirred at 15°C for 10 minutes, and then the aqueous phase was extracted with ethyl acetate (300mL × 3). The combined organic phase was washed with brine (500 dried with anhydrous Na2SO4, filtered and concentrated in vacuum. The residue was purified by (column height: 250mm, diameter: 100mm,100-200 mesh silica gel, PE / EA = 50/1~20/1) to obtain compound 2,5-dichloroquinoline (9.8g,40%), which is a white solid. |
Last Update：2024-04-10 22:29:15
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