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| | 2-Chloro-3-cyano-4,6-dimethylpyridine Basic information | | Uses |
| | 2-Chloro-3-cyano-4,6-dimethylpyridine Chemical Properties |
| Melting point | 98-99°C | | Boiling point | 305.3±37.0 °C(Predicted) | | density | 1.22±0.1 g/cm3(Predicted) | | storage temp. | under inert gas (nitrogen or Argon) at 2-8°C | | form | powder to crystal | | pka | -0.41±0.10(Predicted) | | color | White to Almost white | | BRN | 131348 | | InChI | InChI=1S/C8H7ClN2/c1-5-3-6(2)11-8(9)7(5)4-10/h3H,1-2H3 | | InChIKey | RETJKTAVEQPNMH-UHFFFAOYSA-N | | SMILES | C1(Cl)=NC(C)=CC(C)=C1C#N | | CAS DataBase Reference | 14237-71-9(CAS DataBase Reference) |
| Hazard Codes | Xi,T | | Risk Statements | 36/37/38-41-37/38-25 | | Safety Statements | 26-36/37/39-45 | | RIDADR | 3276 | | WGK Germany | 3 | | Hazard Note | Irritant | | HazardClass | 6.1 | | PackingGroup | III | | HS Code | 29333990 | | Storage Class | 6.1C - Combustible acute toxic Cat.3
toxic compounds or compounds which causing chronic effects | | Hazard Classifications | Acute Tox. 3 Oral
Eye Dam. 1
Skin Irrit. 2
STOT SE 3 |
| Provider | Language |
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ALFA
| English |
| | 2-Chloro-3-cyano-4,6-dimethylpyridine Usage And Synthesis |
| Uses | 2-Chloro-3-cyano-4,6-dimethylpyridine is mainly used as an organic synthesis intermediate and can be used to prepare polysubstituted pyridine bioactive molecules. For example, there are patent reports that this substance can be used to synthesize protein kinase (CDK) inhibitors. | | Chemical Properties | White to brown solid | | Synthesis | Example 6 Synthesis of 3-(5-phenyl-2,4-dimethyl-6-oxo-1,6-dihydropyrimidin-3-yl)benzonitrile Step 1: Preparation of 2-chloro-3-cyano-4,6-dimethylpyridine: In a reaction flask, 3-cyano-4,6-dimethyl-2-hydroxypyridine (4.35 g, 29.39 mmol) was mixed with phosphorus pentachloride (6.92 g, 33.21 mmol) were mixed and heated to 120 °C with continuous stirring. The reaction mixture gradually changed to a clarified solution and stirring was continued for 1 hour to ensure complete reaction. Subsequently, the reaction mixture was slowly poured into a pre-prepared ice/water mixture (250 mL) and allowed to stand for 30 minutes to complete hydrolysis. The aqueous phase was adjusted to pH 6 with sodium bicarbonate and then extracted with dichloromethane (400 mL). The organic layers were combined, dried with anhydrous sodium sulfate, filtered and concentrated under reduced pressure to afford the crude product 2-chloro-3-cyano-4,6-dimethylpyridine (4.60 g, 94% yield) as a brown solid, which was analyzed to contain about 15% impurities. The product was characterized by LC/MS and NMR: LC/MS showed m/e = 167/169 (M + H) with a retention time of 2.98 min; 1H NMR (CDCl3, 400 MHz) δ 7.08 (s, 1H), 2.57 (s, 3H), 2.55 (s, 3H). | | References | [1] Journal of Medicinal Chemistry, 1992, vol. 35, # 10, p. 1887 - 1897
[2] Patent: WO2005/97750, 2005, A1. Location in patent: Page/Page column 75
[3] Chemistry of Heterocyclic Compounds, 2009, vol. 45, # 1, p. 35 - 41
[4] Journal of Heterocyclic Chemistry, 2013, vol. 50, # SUPPL.1, p. E12-E17
[5] Journal of the American Chemical Society, 1949, vol. 71, p. 331 |
| | 2-Chloro-3-cyano-4,6-dimethylpyridine Preparation Products And Raw materials |
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