2-Chloro-6-methyl-3-pyridinecarbonitrile

Base Information

• Chemical Name: 2-Chloro-6-methyl-3-pyridinecarbonitrile
• CAS No.: 28900-10-9
• Molecular Formula: C7H5ClN2
• Molecular Weight: 152.583
• Hs Code.: 29333990
• Mol file: 28900-10-9.mol

Synonyms:2-Chloro-3-cyano-6-methylpyridine;

Chemical Property of 2-Chloro-6-methyl-3-pyridinecarbonitrile

Chemical Property:

• Appearance/Colour: light yellow to brown cryst. flakes or needles
• Vapor Pressure: 0.00434mmHg at 25°C
• Melting Point: 114-116 °C
• Refractive Index: 1.554
• Boiling Point: 278.2 °C at 760 mmHg
• PKA: -1.21±0.10(Predicted)
• Flash Point: 122 °C
• PSA: 36.68000
• Density: 1.26 g/cm³
• LogP: 1.91508
• Storage Temp.: Keep in dark place,Sealed in dry,Room Temperature
• Solubility.: Chloroform, Methanol

Purity/Quality:

99% ^*data from raw suppliers

2-Chloro-6-methyl-3-pyridinecarbonitrile ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn, T
• Hazard Codes: Xn,T
• Statements: 20/21/22-36/37/38
• Safety Statements: 26-37/39-36/37/39-22

MSDS Files:

SDS file from LookChem

Useful:

• Uses: 2-Chloro-6-methyl-3-pyridinecarbonitrile, is a building block used for the synthesis of various biologically active compounds. It can be used for the preparation of 2-(Alkoxycarbonyl)-3-Anilinobenzo[b]thiophenes and Thieno[2,3-b]pyridines as new potent anticancer agents. 2-Chloro-6-methyl-3-pyridinecarbonitrile (2-chloro-6-methylnicotinonitrile) may be used in the preparation of methyl-2-nitropyridinecarboxamides.

Technology Process of 2-Chloro-6-methyl-3-pyridinecarbonitrile

There total 9 articles about 2-Chloro-6-methyl-3-pyridinecarbonitrile which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 99.0%

1,2-dihydro-6-methyl-2-oxo-3-pyridinecarbonitrile (4241-27-4) → 2-chloro-6-methylnicotinonitrile (28900-10-9)

Guidance literature:

With trichlorophosphate; at 130 ℃; for 2h; Inert atmosphere;

Reference yield: 93.0%

2-hydroxy-6-methylnicotinonitrile (4241-27-4) → 2-chloro-6-methylnicotinonitrile (28900-10-9)

Guidance literature:

With trichlorophosphate; for 4h; Reflux;

DOI:10.1134/S1068162016040087

Reference yield: 27.0%

6-methylpyridine-3-carbonitrile 1-oxide (31795-59-2) → 2-chloro-6-methylnicotinonitrile (28900-10-9) + 6-(chloromethyl)nicotinonitrile (83640-36-2)

Guidance literature:

With lithium chloride; trichlorophosphate; for 1.5h; Heating;

upstream raw materials:

2-hydroxy-6-methylnicotinonitrile

2-chloro-3-cyano-6-methyl-isonicotinic acid

1,2-dihydro-6-methyl-2-oxo-3-pyridinecarbonitrile

6-methylpyridine-3-carbonitrile 1-oxide

Downstream raw materials:

C-(6-methylpyridin-3-yl)methylamine

2-amino-6-methylpyridine-3-carbonitrile

2-(benzyloxy)-6-methylnicotinonitrile

6-methyl-2-(p-toluidino)nicotinonitrile

Refernces

• 1、 Zhao, Yan,Li, Min,Li, Bowen,Zhang, Shun,Su, Aoze,Xing, Yongning,Ge, Zemei,Li, Runtao,Yang, Baoxue. "Discovery and optimization of thienopyridine derivatives as novel urea transporter inhibitors". . p. 131 - 142. Retrieved 2019/04/08.
• 2、 Ryu, Hyungchul,Seo, Sejin,Lee, Jee-Young,Ha, Tae-Hwan,Lee, Sunho,Jung, Aeran,Ann, Jihyae,Kim, Sung-Eun,Yoon, Suyoung,Hong, Mannkyu,Blumberg, Peter M.,Frank-Foltyn, Robert,Bahrenberg, Gregor,Schiene, Klaus,Stockhausen, Hannelore,Christoph, Thomas,Frormann, Sven,Lee, Jeewoo. "Pyridine C-region analogs of 2-(3-fluoro-4-methylsulfonylaminophenyl)propanamides as potent TRPV1 antagonists". . p. 101 - 108. Retrieved 2015/03/05.