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| | 2,4-Dichloro-6-methylpyrimidine Basic information |
| Product Name: | 2,4-Dichloro-6-methylpyrimidine | | Synonyms: | AKOS BBS-00005839;2,6-DICHLORO-4-METHYLPYRIMIDINE;2,4-DICHLORO-6-METHYLPYRIMIDINE;2,4-dichloro-6-methyl-pyrimidin;2,4-DICHLORO-6-METHYLPYRIMIDE;2,4-Dichloro-6-methylpyrimidine ,99%;2,4-Dichloro-6-methylpyrimidine,98%;4-Dichloro-6-MethylpyriMidine | | CAS: | 5424-21-5 | | MF: | C5H4Cl2N2 | | MW: | 163 | | EINECS: | 226-563-4 | | Product Categories: | Heterocycle-Pyrimidine series;Building Blocks;C4 to C5;Chemical Synthesis;Halogenated Heterocycles;Heterocyclic Building Blocks;Bases & Related Reagents;Nucleotides;Building Blocks;Halogenated Heterocycles;Heterocyclic Building Blocks;PyrimidinesHeterocyclic Building Blocks;Heterocyclic Compounds;Nucleotides and Nucleosides;Pyrimidines;pharmacetical;Pyrimidine;Pyrimidine Series;Aromatic Carboxylic Acids, Amides, Anilides, Anhydrides & Salts;Pyridines, Pyrimidines, Purines and Pteredines | | Mol File: | 5424-21-5.mol |  |
| | 2,4-Dichloro-6-methylpyrimidine Chemical Properties |
| Melting point | 44-47 °C (lit.) | | Boiling point | 219 °C (lit.) | | density | 1.5462 (rough estimate) | | refractive index | 1.6300 (estimate) | | Fp | >230 °F | | storage temp. | under inert gas (nitrogen or Argon) at 2-8°C | | solubility | Chloroform (Very Slightly, Heated, Sonicated), DMSO (Sparingly, Heated) | | pka | -2.12±0.30(Predicted) | | form | powder to crystal | | color | White to Orange to Green | | Water Solubility | Soluble in Chloroform, Ether, Ethyl Acetate and Toluene. Insoluble in water. | | BRN | 114295 | | InChI | InChI=1S/C5H4Cl2N2/c1-3-2-4(6)9-5(7)8-3/h2H,1H3 | | InChIKey | BTLKROSJMNFSQZ-UHFFFAOYSA-N | | SMILES | C1(Cl)=NC(C)=CC(Cl)=N1 | | CAS DataBase Reference | 5424-21-5(CAS DataBase Reference) | | EPA Substance Registry System | Pyrimidine, 2,4-dichloro-6-methyl- (5424-21-5) |
| Hazard Codes | C | | Risk Statements | 34 | | Safety Statements | 26-27-36/37/39-45 | | RIDADR | UN 3263 8/PG 2 | | WGK Germany | 3 | | Hazard Note | Corrosive | | TSCA | TSCA listed | | HazardClass | 8 | | PackingGroup | III | | HS Code | 29335990 | | Storage Class | 8A - Combustible corrosive hazardous materials | | Hazard Classifications | Eye Dam. 1
Skin Corr. 1B |
| | 2,4-Dichloro-6-methylpyrimidine Usage And Synthesis |
| Chemical Properties | White to Light Yellow Powder | | Uses | 2,4-Dichloro-6-methylpyrimidine is used in the synthesis of (2-chloro-6-methyl-pyrimidin-4-yl)-(2,3-dihydro-benzothiazol-6-yl)-amine. | | General Description | 2,4-Dichloro-6-methylpyrimidine undergoes double cross-coupling reaction with 2-(tributylstannyl)pyridine, followed by aldol condensation to yield 4-arylvinyl-2,6-di(pyridin-2-yl)pyrimidines. It reacts with 1H,1H,2H,2H-perfluorodecanethiol during fluorous synthesis of disubstituted pyrimidines. | | Synthesis | Step 1. 2,4-Dichloro-6-methylpyrimidine (166-01) was prepared from 6-methylpyrimidine-2,4-diol (500 mg, 3.97 mmol) by reacting with phosphoryl chloride (4 mL) according to the literature procedure 49-01 to afford 540 mg of white solid product in 84% yield. Mass spectral analysis showed m/z: 164.7 [M + H]+. | | References | [1] Bioorganic and Medicinal Chemistry Letters, 2003, vol. 13, # 10, p. 1755 - 1757
[2] Molecules, 2012, vol. 17, # 4, p. 4533 - 4544
[3] Patent: WO2018/14802, 2018, A1. Location in patent: Paragraph 0472; 0473
[4] Organic and Biomolecular Chemistry, 2003, vol. 1, # 19, p. 3353 - 3361
[5] Journal of Heterocyclic Chemistry, 1987, vol. 24, # 1, p. 205 - 209 |
| | 2,4-Dichloro-6-methylpyrimidine Preparation Products And Raw materials |
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