| Identification | More | [Name]
2-Chloro-3-cyano-4,6-dimethylpyridine | [CAS]
14237-71-9 | [Synonyms]
2-CHLORO-3-CYANO-4,6-DIMETHYLPYRIDINE
2-CHLORO-4,6-DIMETHYLNICOTINONITRILE
AKOS BBS-00002510
AKOS BC-3128
BUTTPARK 59\40-61
IFLAB-BB F1371-0162
2-CHLORO-4,6-DIMETHYL-3-PYRIDINECARBONITRILE
2-chloro-4,6-dimethylpyridine-3-carbonitrile
2-Chloro-3-cyano-4,6-dimethylpyridine, 2-Chloro-4,6-dimethylnicotinonitrile
2-Chloro-4,6-dimethylnicotinonitrile ,98% | [Molecular Formula]
C8H7ClN2 | [MDL Number]
MFCD00051676 | [Molecular Weight]
166.61 | [MOL File]
14237-71-9.mol |
| Chemical Properties | Back Directory | [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 | [Detection Methods]
HPLC,NMR | [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) |
| Safety Data | Back Directory | [Hazard Codes ]
Xi,T | [Risk Statements ]
R36/37/38:Irritating to eyes, respiratory system and skin .
R41:Risk of serious damage to eyes.
R37/38:Irritating to respiratory system and skin .
R25:Toxic if swallowed. | [Safety Statements ]
S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice .
S36/37/39:Wear suitable protective clothing, gloves and eye/face protection .
S45:In case of accident or if you feel unwell, seek medical advice immediately (show label where possible) . | [RIDADR ]
3276 | [WGK Germany ]
3 | [Hazard Note ]
Irritant | [HazardClass ]
6.1 | [PackingGroup ]
III | [HS Code ]
29333990 |
| Hazard Information | Back Directory | [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 |
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