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| | 2-Chloro-5-nitropyrimidine Basic information |
| | 2-Chloro-5-nitropyrimidine Chemical Properties |
| Melting point | 105-110 °C | | Boiling point | 345.4±15.0 °C(Predicted) | | density | 1.600±0.06 g/cm3(Predicted) | | storage temp. | -20°C | | form | powder to crystal | | pka | -4.60±0.22(Predicted) | | color | Light orange to Yellow to Green | | InChI | InChI=1S/C4H2ClN3O2/c5-4-6-1-3(2-7-4)8(9)10/h1-2H | | InChIKey | OFCBNMYNAHUDGE-UHFFFAOYSA-N | | SMILES | C1(Cl)=NC=C([N+]([O-])=O)C=N1 | | CAS DataBase Reference | 10320-42-0(CAS DataBase Reference) |
| | 2-Chloro-5-nitropyrimidine Usage And Synthesis |
| Chemical Properties | Light yellow solid | | Uses | 2-Chloro-5-nitropyrimidine is an advanced intermediate for kinase/PRMT1 inhibitors, antiviral drugs, and other purine drugs. It can also be converted into herbicides, fungicides, and insecticides, providing targeted crop protection while maintaining good environmental friendliness. | | Synthesis | Example 1 Preparation of 2-chloro-5-nitropyrimidine: 5-nitropyrimidin-2-amine (0.98 g, 7 mmol, 1 eq.) was added to a solution of acetonitrile containing anhydrous copper(II) chloride (1.12 g, 8.4 mmol, 1.2 eq.), tert-butyl nitrite (1.24 mL, 10.5 mmol, 1.5 eq.), and MgSO4 (~300 mg) ( 40 mL) solution, and the reaction was stirred at 65-80 °C (bath temperature).After 30 min, the reaction mixture was cooled to room temperature and ether (100 mL) was added. The organic layer was separated and washed sequentially with aqueous 1N HCl (2 x 20 mL), H2O (50 mL) and brine (20 mL). The organic layer was dried over anhydrous Na2SO4 and concentrated under reduced pressure. The crude product was purified by column chromatography (eluent: hexane/ether=3:1) to afford the target product 2-chloro-5-nitropyrimidine as a light yellow solid (0.56 g, 50% yield). | | References | [1] Patent: US2003/181465, 2003, A1 |
| | 2-Chloro-5-nitropyrimidine Preparation Products And Raw materials |
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