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| | 2,4-Dichloro-5-methylpyrimidine Basic information |
| Product Name: | 2,4-Dichloro-5-methylpyrimidine | | Synonyms: | 2,4-dichloro-5-methyl-pyrimidin;2,4-Dichloro-5-methyl-1,3-diazine;Dichloro-5-MethylpyriMid;2,4-DICHLORO-5-METHYLPYRIMIDINE;2,4-Dichloro-5-methylpyrimidine **Toxic, Stench**;Toxic,stench;PYRIMIDINE,2,4-DICHLORO-5-METHYL;2,4-Dichloro-5- | | CAS: | 1780-31-0 | | MF: | C5H4Cl2N2 | | MW: | 163 | | EINECS: | 217-227-8 | | Product Categories: | Heterocycle-Pyrimidine series;C4 to C5;Chemical Synthesis;Halogenated Heterocycles;Heterocyclic Building Blocks;pharmacetical;Nucleic acids;Bases & Related Reagents;Nucleotides;Building Blocks;Halogenated Heterocycles;Heterocyclic Building Blocks;PyrimidinesHeterocyclic Building Blocks;Halides;Heterocycles;Pyrimidine;Building Blocks;Halogenated;Nucleotides and Nucleosides;Pyrimidines | | Mol File: | 1780-31-0.mol |  |
| | 2,4-Dichloro-5-methylpyrimidine Chemical Properties |
| Melting point | 26-28 °C (lit.) | | Boiling point | 108-109 °C/11 mmHg (lit.) | | density | 1.39 g/mL at 25 °C (lit.) | | refractive index | 1.6300 (estimate) | | Fp | >230 °F | | storage temp. | Inert atmosphere,2-8°C | | solubility | Soluble in chloroform, ether, ethyl acetate and toluene | | pka | -2.44±0.29(Predicted) | | form | powder to lump to clear liquid | | color | White or Colorless to Almost white or Almost colorless | | Sensitive | Lachrymatory | | InChI | InChI=1S/C5H4Cl2N2/c1-3-2-8-5(7)9-4(3)6/h2H,1H3 | | InChIKey | DQXNTSXKIUZJJS-UHFFFAOYSA-N | | SMILES | C1(Cl)=NC=C(C)C(Cl)=N1 | | CAS DataBase Reference | 1780-31-0(CAS DataBase Reference) | | EPA Substance Registry System | Pyrimidine, 2,4-dichloro-5-methyl- (1780-31-0) |
| Hazard Codes | C | | Risk Statements | 34 | | Safety Statements | 26-36/37/39-45-27 | | RIDADR | UN 3261 8/PG 2 | | WGK Germany | 3 | | TSCA | TSCA listed | | HazardClass | 8 | | PackingGroup | III | | HS Code | 29335990 | | Storage Class | 8A - Combustible corrosive hazardous materials | | Hazard Classifications | Skin Corr. 1B |
| | 2,4-Dichloro-5-methylpyrimidine Usage And Synthesis |
| Chemical Properties | White to Off White Low Melting Solid | | Uses | 2,4-Dichloro-5-methylpyrimidine, is used in the synthesis of (2-chloro-6-methyl-pyrimidin-4-yl)-(2,3-dihydro-benzothiazol-6-yl)-amine. It can react with piperidineto produce 2-chloro-5-methyl-4-piperidin-1-yl-pyrimidine. This reaction will need solvent dioxane. | | Synthesis | General procedure for the synthesis of 2,4-dichloro-5-methylpyrimidine from 5-methyluracil: 5-methyluracil (1 g, 7.93 mmol) was added to phosphorochloridic acid (7 eq., 5 ml), and the mixture was heated and refluxed for 3 hours. After completion of the reaction, the mixture was slowly poured into ice water to quench the reaction. The organic layer was extracted with chloroform (3 x 20 ml), the organic phases were combined and dried over anhydrous magnesium sulfate. The solvent was evaporated under reduced pressure to give 2,4-dichloro-5-methylpyrimidine as yellow crystals (0.62 g, 48% yield). The structure of the product was confirmed by nuclear magnetic resonance hydrogen (1H NMR, 400 MHz, CDCl3) and carbon (13C NMR, 100 MHz, CDCl3) spectra: 1H NMR δ 8.35 (s, 1H), 2.39 (s, 3H); 13C NMR δ 162.5, 160.0, 158.2, 129.1, 15.8. The data obtained were in agreement with those of literature reports (Wang et al., Molecules, 2012, 17(4), 4533-4544). | | References | [1] Journal of Fluorine Chemistry, 1996, vol. 77, # 1, p. 93 - 95
[2] Patent: WO2018/151681, 2018, A1. Location in patent: Paragraph 0099
[3] Synthetic Communications, 1992, vol. 22, # 20, p. 2927 - 2934
[4] Tetrahedron Letters, 1997, vol. 38, # 7, p. 1111 - 1114
[5] Bioorganic and Medicinal Chemistry Letters, 2003, vol. 13, # 18, p. 2961 - 2966 |
| | 2,4-Dichloro-5-methylpyrimidine Preparation Products And Raw materials |
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