Name | 5,7-Dichloropyrazolo[1,5-a]pyrimidine |
Synonyms | LogP oropyrazoL o[1,5-a]pyrimidine 7-dichloropyrazolo[1 5,7-DICHLOROPYRAZOLO[1,5-A]PYRIMIDINE 5,7-Dichloropyrazolo[1,5-a]pyrimidine Pyrazolo[1,5-a]pyrimidine, 5,7-dichloro- |
CAS | 57489-77-7 |
InChI | InChI=1/C6H3Cl2N3/c7-4-3-5(8)11-6(10-4)1-2-9-11/h1-3H |
Molecular Formula | C6H3Cl2N3 |
Molar Mass | 188.01 |
Density | 1.69±0.1 g/cm3(Predicted) |
Melting Point | 68-71 °C(Solv: ethanol (64-17-5)) |
pKa | -1.68±0.30(Predicted) |
Storage Condition | under inert gas (nitrogen or Argon) at 2–8 °C |
Refractive Index | 1.733 |
MDL | MFCD08273918 |
Introduction | 5, 7-dichloropyrazolo [1,5-A] pyrimidine is a white solid at normal temperature and pressure, like pyridine, pyrimidine retains its aromaticity; It is mainly used in industry as a raw material for pharmaceutical intermediates and photosensitizers. |
Use | 5, 7-dichloropyrazolo [1,5-A] pyrimidine can be used as a raw material for pharmaceutical intermediates and photosensitizers, in the conversion of organic synthesis, the chlorine atom on the pyrimidine ring is easily attacked by the nucleophilic reagent to obtain the product of dechlorination functional group. In addition, it is also possible to use N-chlorosuccinimide to introduce a chlorine atom on the pyrazole ring. |
preparation method | In an ice-water bath, slowly add pyrazolo [1,5-a] pyrimidine-5, 7(4h, 6h)-Dione (1G, 6.62 mmol), phosphine trichloride (7.5 ml, 82 mmol) and N,N-dimethylaniline (1.2 mL, 9.5 mmol), the resulting reaction mixture was heated to reflux for 4 hours, after completion of the reaction, the mixture was poured into 50ml ice water, the mixture was extracted three times with ethyl acetate, the separated organic layers were combined, the combined organic layers were washed with brine, the organic layers were dried over anhydrous sodium sulfate, and the sodium sulfate solid was removed by filtration, the resulting filtrate is evaporated in vacuo to remove the solvent to give the product, 5, 7-dichloropyrazolo [1,5-a] pyrimidine. Figure 5, synthesis of 7-dichloropyrazolo [1,5-A] pyrimidine |