2,4-DICHLORO-6-METHYLPYRIMIDE
2,4-Dichloro-6-methylpyrimidine
CAS: 5424-21-5
Molecular Formula: C5H4Cl2N2
2,4-DICHLORO-6-METHYLPYRIMIDE - Names and Identifiers
| Name | 2,4-Dichloro-6-methylpyrimidine |
| Synonyms | AI3-26572 NSC 13199 AKOS BBS-00005839 2,4-DICHLORO-6-METHYLPYRIMIDE 4-Dichloro-6-MethylpyriMidine 2,6-DICHLORO-4-METHYLPYRIMIDINE 2,6-Dichloro-4-methylpyrimidine 2,4-dichloro-6-methyl-pyrimidin 2,4-DICHLORO-6-METHYLPYRIMIDINE 2,4-Dichloro-6-methylpyrimidine Pyrimidine, 2,4-dichloro-6-methyl- |
| CAS | 5424-21-5 |
| EINECS | 226-563-4 |
| InChI | InChI=1/C5H4Cl2N2/c1-3-2-4(6)9-5(7)8-3/h2H,1H3 |
2,4-DICHLORO-6-METHYLPYRIMIDE - Physico-chemical Properties
| Molecular Formula | C5H4Cl2N2 |
| Molar Mass | 163 |
| Density | 1.5462 (rough estimate) |
| Melting Point | 44-47 °C (lit.) |
| Boling Point | 219 °C (lit.) |
| Flash Point | >230°F |
| Water Solubility | Soluble in Chloroform, Ether, Ethyl Acetate and Toluene. Insoluble in water. |
| Vapor Presure | 0.18mmHg at 25°C |
| Appearance | Yellow powder |
| Color | White to Orange to Green |
| BRN | 114295 |
| pKa | -2.12±0.30(Predicted) |
| Storage Condition | under inert gas (nitrogen or Argon) at 2-8°C |
| Refractive Index | 1.6300 (estimate) |
| MDL | MFCD00006064 |
2,4-DICHLORO-6-METHYLPYRIMIDE - Risk and Safety
| Hazard Symbols | C - Corrosive |
| Risk Codes | 34 - Causes burns |
| Safety Description | S26 - In case of contact with eyes, rinse immediately with plenty of water and seek medical advice. S27 - Take off immediately all contaminated clothing. S36/37/39 - Wear suitable protective clothing, gloves and eye/face protection. S45 - In case of accident or if you feel unwell, seek medical advice immediately (show the label whenever possible.) |
| UN IDs | UN 3263 8/PG 2 |
| WGK Germany | 3 |
| TSCA | T |
| HS Code | 29335990 |
| Hazard Note | Corrosive |
| Hazard Class | 8 |
| Packing Group | III |
2,4-DICHLORO-6-METHYLPYRIMIDE - Reference Information
| EPA chemical information | Information provided by: ofmpub.epa.gov (external link) |
| Application | 2, 4-dichloro-6-methylpyrimidine is an organic intermediate that can be made of 2, 4-dichloro-6-methylpyrimidine It is prepared by reacting with phosphorus oxychloride. There are reports that it can be used to prepare 2-chloro-4-amino-6-methylpyrimidine compounds. |
| preparation | pyrimidine 7b(1.0kg,7.9mol,1.0 equivalent) and POCl3(8.0L,8.0 volume) were loaded into a flask (20L) under N2 atmosphere. The mixture was stirred and heated to 90°C -100°C. After 2h, the reaction mixture becomes a clear solution. The reaction was carried out at 90-100 ℃ for about 8h. The reaction was monitored by HPLC until 7b was consumed below 0.1%. (HPLC showed that 7b was completely consumed; 7a was 97.0A% and impurity 7a-1 was 2.3A%). The reaction was combined with an additional batch of reaction solutions for post-treatment. The reaction mixture is concentrated to remove most of the POCl3. Add DCM(10.0L,10.0 volume) to the residue. The resulting solution was slowly added dropwise to the 25% K2CO3 aqueous solution at <40°C. The pH of the water layer is 3-4. The organic phase was separated and the aqueous phase was extracted with DCM(10.0L,10.0 volume). The combined organic phase was dried by anhydrous Na2SO4 (about 200g). Filter the mixture and wash the cake with DCM(500mL x 2). The filtrate was evaporated at 40°C under reduced pressure to drying. The solid was dried at 40°C to provide a yellow 7a, I .e., 2, 4-dichloro-6-methylpyrimidine (2.1kg), with an HPLC purity of 99.4% and a separation yield of 90%. |
Last Update：2024-04-10 22:29:15
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