4-Amino-2,6-dichloropyrimidine - Names and IdentifiersName4-Amino-2,6-dichloropyrimidineSynonym
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| Name | 4-Amino-2,6-dichloropyrimidine |
| Synonyms | 2,6-dichloro-4-pyrimidinamin 2,6-dichloropyrimidin-4-amine 2,6-DICHLOROPYRIMIDIN-4-AMINE 2,6-Dichloro-4-aminopyrimidine 4-Amino-2,6-dichloropyrimidine 4-AMINO-2,6-DICHLOROPYRIMIDINE 2,4-DICHLORO-6-AMINO PYRIMIDINE 2,4-dichloro-6-amino pyrimidine 2,6-Dichloro-pyrimidin-4-ylamine 4-AMINO-2,6-DIMETHOXYPYRIMIDINESULPHADIMETHOXINE |
| CAS | 10132-07-7 |
| EINECS | 233-369-3 |
| InChI | InChI=1/C4H3Cl2N3/c5-2-1-3(7)9-4(6)8-2/h1H,(H2,7,8,9) |
| InChIKey | UPVBKNZVOJNQKE-UHFFFAOYSA-N |
| Molecular Formula | C4H3Cl2N3 |
| Molar Mass | 163.99 |
| Density | 1.606±0.06 g/cm3(Predicted) |
| Melting Point | 258-267 °C |
| Boling Point | 323.5±22.0 °C(Predicted) |
| Flash Point | 149.5°C |
| Water Solubility | Slightly soluble in water. |
| Vapor Presure | 0.000261mmHg at 25°C |
| Appearance | White crystal |
| Color | White to pale brown |
| pKa | -0.86±0.10(Predicted) |
| Storage Condition | 2-8°C |
| Refractive Index | 1.633 |
| MDL | MFCD00038015 |
| Risk Codes | R22 - Harmful if swallowed R36/37/38 - Irritating to eyes, respiratory system and skin. R20/21/22 - Harmful by inhalation, in contact with skin and if swallowed. |
| Safety Description | S26 - In case of contact with eyes, rinse immediately with plenty of water and seek medical advice. S36/37 - Wear suitable protective clothing and gloves. S36 - Wear suitable protective clothing. |
| WGK Germany | 3 |
| TSCA | Yes |
| HS Code | 29333999 |
| Hazard Note | Irritant |
| EPA chemical information | Information provided by: ofmpub.epa.gov (external link) |
| introduction | 4-amino -2, 6-dichloropyrimidine is cream-colored to light brown crystalline powder under normal temperature and pressure, belonging to heterocyclic aromatic compounds, soluble in organic solvents such as dimethyl sulfoxide, N,N-dimethylformamide, etc. It has poor solubility in water and can be used as an intermediate in organic synthesis. |
| Uses | 4-amino -2, 6-dichloropyrimidine is an intermediate in chiral organic synthesis. Its main purpose is to participate in chiral drug molecules as a molecular skeleton And in the synthesis of biologically active molecules. 4-Amino-2, 6-dichloropyrimidine can be hydrogenated under appropriate conditions to obtain alkylamine compounds. In addition, the two chlorine atoms on the pyrimidine ring can undergo corresponding substitution reactions under the attack of strong nucleophiles. For example, the reaction with sodium methoxide can obtain 2, 6-dimethoxy substituted pyrimidine. The amino group on the pyrimidine ring can react with methyl iodide to obtain a product where the amino group is protected by two methyl groups, and the nitrogen atom on the pyrimidine ring will not affect the reaction. |
| Synthesis method | For the synthesis of 4-amino -2, 6-dichloropyrimidine, the conventional synthesis method is from the precursor of its hydroxyl group 4-amino -2, 6-dihydroxypyrimidine Starting from, the hydroxyl group on the pyrimidine ring can be replaced into a chlorine unit through a deoxychlorination process under the action of phosphorus oxychloride, it should be noted that this route needs high temperature reaction effect to be better. In addition, after the reaction, the reaction system needs to be adjusted to be weakly alkaline to prevent the product from forming salts, resulting in a decrease in yield. |
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