Name | 2-Chloroquinazoline |
Synonyms | 2-chloroquinazoline 2-Chloroquinazoline Quinazoline, 2-chloro- 2-Chloroquinazoline(WX636001) |
CAS | 6141-13-5 |
InChI | InChI=1/C8H5ClN2/c9-8-10-5-6-3-1-2-4-7(6)11-8/h1-5H |
Molecular Formula | C8H5ClN2 |
Molar Mass | 164.59 |
Density | 1.349±0.06 g/cm3(Predicted) |
Melting Point | 108 °C(Solv: ligroine (8032-32-4)) |
Boling Point | 250.0±13.0 °C(Predicted) |
pKa | 0.22±0.30(Predicted) |
Storage Condition | under inert gas (nitrogen or Argon) at 2-8°C |
MDL | MFCD09959715 |
Risk Codes | 41 - Risk of serious damage to eyes |
Safety Description | S26 - In case of contact with eyes, rinse immediately with plenty of water and seek medical advice. S39 - Wear eye / face protection. |
Application | 2-chloroquinazoline is an organic intermediate that can be made of benzoylene Urea is used as raw material to prepare 2,4-dichloroquinazoline, and then dechlorinated to obtain 2-chloroquinazoline. |
preparation | 2,4-dichloroquinazoline (IIIA) 2.0 grams of benzoylurea and 0.6mL of N,N-dimethylaniline are put into 6mL of phosphorus oxychloride, refluxing for 7 hours, cooling to room temperature, and depressurizing most of phosphorus oxychloride, the remaining reaction liquid is transferred to ice water, stirred to generate a large amount of khaki solid, filter, filter cake is washed with distilled water, and after drying, 1.6 grams of yellow-green solid (IIIA) is obtained, and the yield is 65%. Mp118-119 ℃;1H-NMR(400Hz,CDCl3),δ:7.75-7.79(m,1H),8.02-8.03(m,2H),8.29(d,J = 8.4Hz,1H).2-chloroquinazoline (IIIB) will be 0.5 grams of 2,4-dichloroquinazoline (IIIA), 10mL of saturated saline containing 9% NH4OH and 0.5g of activated zinc powder were fed into a eggplant flask containing 10mL of dichloromethane and refluxed for 4 hours. Cooling, suction filtration to remove zinc powder, filtrate under reduced pressure to evaporate solvent, extraction with ethyl acetate, the resulting organic layer is dried, filtered, reduced pressure to evaporate solvent, residue column chromatography separation of 0.2 grams of 2-chloroquinazoline (IIIB), the yield is 40%. |