Name | 4,6-Dichloro-2-ethoxypyrimidine |
Synonyms | 2-ETHOXY-4,6-DICHLOROPYRIMIDINE 4,6-Dichloro-2-ethoxypyrimidine 4,6-DICHLORO-2-ETHOXYPYRIMIDINE Pyrimidine, 4,6-dichloro-2-ethoxy- |
CAS | 40758-65-4 |
InChI | InChI=1/C6H6Cl2N2O/c1-2-11-6-9-4(7)3-5(8)10-6/h3H,2H2,1H3 |
Molecular Formula | C6H6Cl2N2O |
Molar Mass | 193.03 |
Density | 1.375±0.06 g/cm3(Predicted) |
Boling Point | 283.5±43.0 °C(Predicted) |
Flash Point | 125.236°C |
Vapor Presure | 0.005mmHg at 25°C |
pKa | -4.46±0.30(Predicted) |
Storage Condition | under inert gas (nitrogen or Argon) at 2-8°C |
Refractive Index | 1.533 |
Physical and Chemical Properties | 4,6-Dichloro-2-ethoxypyrimidine |
Application | 2-ethoxy -4, 6-dichloropyrimidine is an important heterocyclic pesticide and pharmaceutical intermediate. It can be used to synthesize high-efficiency herbicides containing triazole pyrimidine rings, such as diclofenamine and chloroxenamine; it can also be used to synthesize certain antibiotic drugs. Therefore, 2-ethoxy-4, 6-dichloropyrimidine has broad application prospects in organic synthesis, medicine, pesticides and other fields. |
preparation | 39.0g of 2-methylthio -4,6-dichloropyrimidine (0.2mol), 60.0g of methanol and 1.8g of sodium tungstate are added to a 250mL reaction bottle equipped with a thermometer and a stirrer, stirring and heating to 50 ℃, dropping 68.0g of hydrogen peroxide (0.6mol) with a concentration of 30wt%, and exothermic reaction. After dropping the heat preservation reaction for 1h, sampling and analysis will stop the reaction when the raw material is less than or equal to 0.5%. The reaction system was reduced to below 30 ℃, then added to water, stirred and cooled to below 5 ℃, filtered, and the filter cake was washed with a small amount of water and dried directly to obtain 43.5g of 2-methylsulfonyl -4, 6-dichloropyrimidine with a yield of 95.8% and a purity of 98.5%(HPLC). Add 43.5g of 2-methylsulfonyl -4, 6-dichloropyrimidine (0.19mol) and 90g of ethanol to a 500mL reaction bottle equipped with a thermometer and a stirrer, stir at room temperature, then cool to 0 ℃, and drop 130g of sodium ethoxide solution (0.38mol) with a concentration of 20wt%. After dropping the heat preservation reaction for 1h, sampling and analysis will stop the reaction when the raw material is less than 1%. After adjusting the pH of the reaction system with a small amount of glacial acetic acid to be about neutral, ethanol is recovered at normal pressure, water and dichloromethane are added after steaming, stirred and stratified, the organic layer is washed once, the solvent is recovered at normal pressure and then reduced pressure until no liquid flows out, and the target product 2-ethoxy -4, 6-dichloropyrimidine of 35.2g of the product is obtained with a yield of 95.2% and a purity of 96.5%(HPLC). |