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| | 4,6-Dichloro-2-methylpyrimidine Basic information |
| Product Name: | 4,6-Dichloro-2-methylpyrimidine | | Synonyms: | BUTTPARK 52\14-70;2-MDCP;4,6-DICHLORO-2-METHYLPYRIMIDINE;4,6-Dichloro-2-methylpyrimidiine;Pyrimidine, 4,6-dichloro-2-methyl-;4,6-Dichloro-2-methylpyrimidine ,99%;4,6-Dichloro-2-Methylpyrimidine/2,4-dichloro-6-methylpyrimidine;6-Dichloro-2-methylpyrimidine | | CAS: | 1780-26-3 | | MF: | C5H4Cl2N2 | | MW: | 163 | | EINECS: | 605-815-0 | | Product Categories: | Heterocycle-Pyrimidine series;alkyl chloride;Pyrimidines;APIs & Intermediate;Pyrimidine;Halides;Pyrazines, Pyrimidines & Pyridazines;Pyrazines, Pyrimidines & Pyridazines;Building Blocks;Halogenated Heterocycles;Heterocyclic Building Blocks;PyrimidinesHeterocyclic Building Blocks;bc0001 | | Mol File: | 1780-26-3.mol |  |
| | 4,6-Dichloro-2-methylpyrimidine Chemical Properties |
| Melting point | 41.5-45.5 °C (lit.) | | Boiling point | 210.8±20.0 °C(Predicted) | | density | 1.404±0.06 g/cm3(Predicted) | | Fp | 208 °F | | storage temp. | Keep in dark place,Sealed in dry,Room Temperature | | solubility | soluble in Methanol | | pka | -3.84±0.30(Predicted) | | form | Crystalline Powder or Crystals | | color | White to off-white | | InChI | InChI=1S/C5H4Cl2N2/c1-3-8-4(6)2-5(7)9-3/h2H,1H3 | | InChIKey | FIMUTBLUWQGTIJ-UHFFFAOYSA-N | | SMILES | C1(C)=NC(Cl)=CC(Cl)=N1 | | CAS DataBase Reference | 1780-26-3(CAS DataBase Reference) |
| Hazard Codes | C,N,Xn | | Risk Statements | 34-51/53-43-22 | | Safety Statements | 26-36/37/39-45-61-36/37 | | RIDADR | UN 3261 8/PG 2 | | WGK Germany | 3 | | HazardClass | 8 | | PackingGroup | III | | HS Code | 29335990 | | Storage Class | 11 - Combustible Solids | | Hazard Classifications | Acute Tox. 4 Oral
Aquatic Chronic 2
Skin Sens. 1 |
| | 4,6-Dichloro-2-methylpyrimidine Usage And Synthesis |
| Chemical Properties | White to off-white solid | | Uses | 4,6-Dichloro-2-methylpyrimidine, is a versatile building block used for the synthesis of more complex pharmaceutical and biologically active compounds, such as Dasatinib (D290002), and its derivatives. | | Application | The primary application of 4,6-dichloro-2-methylpyrimidine is as a key intermediate in the synthesis of the antihypertensive drug Moxonidine. Moxonidine is a centrally acting antihypertensive drug that exerts its antihypertensive effect by activating central α₂ receptors and imidazoline receptors. In its synthetic route, 4,6-dichloro-2-methylpyrimidine is used to construct the pyrimidine ring core structure, and key groups are introduced through substitution and other reactions to ultimately synthesize the target drug. | | Synthesis | General procedure for the synthesis of 4,6-dichloro-2-methylpyrimidine from 6-hydroxy-2-methylpyrimidin-4-one: 4,6-dihydroxy-2-methylpyrimidine (5.0 g, 0.04 mol) was added to a mixed solution of thionyl chloride (18.9 g, 0.16 mol) with acetonitrile. The reaction mixture was stirred at 80 °C for 3 h and the completion of the reaction was monitored by thin layer chromatography (TLC). After completion of the reaction, excess thionyl chloride was removed by distillation under reduced pressure and the residue was slowly poured into 50 g of ice water. The precipitated solid was filtered and purified by column chromatography to give 6.1 g (yield: 94%) of 4,6-dichloro-2-methylpyrimidine as a white solid. | | References | [1] Tetrahedron Letters, 2009, vol. 50, # 41, p. 5729 - 5732
[2] Patent: CN106478519, 2017, A. Location in patent: Paragraph 0020-0023; 0030-0032; 0038-0040; 0049-0052
[3] Bioorganic and Medicinal Chemistry Letters, 2006, vol. 16, # 11, p. 2969 - 2973
[4] Tetrahedron, 2006, vol. 62, # 10, p. 2304 - 2312
[5] Patent: WO2004/46133, 2004, A1. Location in patent: Page 40-41 |
| | 4,6-Dichloro-2-methylpyrimidine Preparation Products And Raw materials |
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