Name | 6,7-Dimethoxy-4-chloroquinoline |
Synonyms | 4-Chloro-6,7-dimethoxyquioline 4-CHLORO-6,7-DIMETHOXYQUINOLINE 6,7-Dimethoxy-4-chloroquinoline 4-Chloro-6,7-dimethoxyquinoline 6,7-DIMETHOXY-4-CHLOROQUINOLINE Quinoline, 4-chloro-6,7-dimethoxy- |
CAS | 35654-56-9 |
EINECS | 676-028-8 |
InChI | InChI=1/C11H10ClNO2/c1-14-10-5-7-8(12)3-4-13-9(7)6-11(10)15-2/h3-6H,1-2H3 |
Molecular Formula | C11H10ClNO2 |
Molar Mass | 223.66 |
Density | 1.266g/cm3 |
Melting Point | 132.0 to 136.0 °C |
Boling Point | 325.197°C at 760 mmHg |
Flash Point | 150.474°C |
Vapor Presure | 0mmHg at 25°C |
Appearance | Crystalline powder |
Storage Condition | Room Temprature |
Refractive Index | 1.6 |
MDL | MFCD07778437 |
Use | 4-chloro-6, 7-dimethoxyquinoline can be used as an intermediate for the synthesis of various drugs and bioactive compounds. For the preparation of tivozaini (T447205) and cabozantinib (C051500) for anticancer drugs. |
Hazard Symbols | T - Toxic |
Risk Codes | 25 - Toxic if swallowed |
Safety Description | S45 - In case of accident or if you feel unwell, seek medical advice immediately (show the label whenever possible.) S24/25 - Avoid contact with skin and eyes. |
UN IDs | UN2811 |
storage conditions | Keep in dark place,Sealed in dry,Room Temperature |
acidity coefficient (pKa) | 3.95±0.30(Predicted) |
HazardClass | IRRITANT |
customs code | 29334900 |
application
4-chloro-6, 7-dimethoxyquinoline can be used as an intermediate in pharmaceutical synthesis, and can be used to prepare intermediates 6, 7-dimethoxy-4-(piperazine-1-yl) quinoline, etc., It can be prepared by reaction with 6, 7-dimethoxy-4-hydroxyquinoline as the reaction raw material and under the action of phosphorus oxychloride.
Preparation
4-chloro-6, 7-dimethoxyquinoline is prepared as follows:
weigh 2.0g(9.76mmol)6,7-dimethoxy -4-hydroxyquinoline and dissolve it in 20mL of phosphorus oxychloride. after reflux for 5h, it is distilled under reduced pressure to about 5mL of the solution volume. under the condition of external ice water bath, it is poured into 30mL of ice water in batches, stirred vigorously at the same time. the pH value of the solution is adjusted to 8-9 in, after drying, 1.8g of khaki solid 4-chloro -6, 7-dimethoxyquinoline was obtained with 83.3% yield.