2-Chloro-3-cyano-4,6-dimethylpyridine
Uses- Product Name
- 2-Chloro-3-cyano-4,6-dimethylpyridine
- CAS No.
- 14237-71-9
- Chemical Name
- 2-Chloro-3-cyano-4,6-dimethylpyridine
- Synonyms
- EOS-60842;AKOS BC-3128;BUTTPARK 59\40-61;AKOS BBS-00002510;IFLAB-BB F1371-0162;Opicapone Impurity 20;6-diMethylnicotinonitrile;2-CHLORO-4,6-DIMETHYLNICOTINONITRILE;2-CHLORO-3-CYANO-4,6-DIMETHYLPYRIDINE;2-Chloro-4,6-dimethylnicotinonitrile ,98%
- CBNumber
- CB7713273
- Molecular Formula
- C8H7ClN2
- Formula Weight
- 166.61
- MOL File
- 14237-71-9.mol
2-Chloro-3-cyano-4,6-dimethylpyridine Property
- 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)
Safety
- 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
Hazard and Precautionary Statements (GHS)
- Symbol(GHS)
-
- Signal word
- Danger
- Hazard statements
-
H301Toxic if swalloed
H315Causes skin irritation
H318Causes serious eye damage
H335May cause respiratory irritation
- Precautionary statements
-
P261Avoid breathing dust/fume/gas/mist/vapours/spray.
P280Wear protective gloves/protective clothing/eye protection/face protection.
P301+P310IF SWALLOWED: Immediately call a POISON CENTER or doctor/physician.
P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.
N-Bromosuccinimide Price
- Product number
- 700606
- Product name
- 2-Chloro-4,6-dimethylpyridine-3-carbonitrile
- Purity
- 97%
- Packaging
- 5g
- Price
- $64.5
- Updated
- 2023/01/07
- Product number
- 700606
- Product name
- 2-Chloro-4,6-dimethylpyridine-3-carbonitrile
- Purity
- 97%
- Packaging
- 25g
- Price
- $287
- Updated
- 2023/01/07
- Product number
- C2668
- Product name
- 2-Chloro-4,6-dimethyl-3-pyridinecarbonitrile
- Purity
- >98.0%(GC)
- Packaging
- 5g
- Price
- $39
- Updated
- 2025/07/31
- Product number
- C2668
- Product name
- 2-Chloro-4,6-dimethyl-3-pyridinecarbonitrile
- Purity
- >98.0%(GC)
- Packaging
- 25g
- Price
- $194
- Updated
- 2025/07/31
- Product number
- C428345
- Product name
- 2-Chloro-4,6-dimethylnicotinonitrile
- Packaging
- 500mg
- Price
- $65
- Updated
- 2021/12/16
2-Chloro-3-cyano-4,6-dimethylpyridine Chemical Properties,Usage,Production
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
769-28-8
14237-71-9
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
Raw materials
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View Lastest Price from 2-Chloro-3-cyano-4,6-dimethylpyridine manufacturers
- Product
- 2-Chloro-3-cyano-4,6-dimethylpyridine 14237-71-9
- Price
- US $1.10/g
- Min. Order
- 1g
- Purity
- 99.0% min
- Supply Ability
- 100 tons min
- Release date
- 2021-05-13
- Product
- 2-Chloro-3-cyano-4,6-dimethylpyridine 14237-71-9
- Price
- US $1.00/kg
- Min. Order
- 1kg
- Purity
- 98%
- Supply Ability
- 100KG
- Release date
- 2018-12-21