6-Amino-2-chloro-4-methylnicotinonitrile

Base Information

• Chemical Name: 6-Amino-2-chloro-4-methylnicotinonitrile
• CAS No.: 51561-20-7
• Molecular Formula: C7H6ClN3
• Molecular Weight: 167.6
• Hs Code.: 2933399090
• European Community (EC) Number: 610-691-6
• DSSTox Substance ID: DTXSID40549761
• Wikidata: Q82428899
• Mol file: 51561-20-7.mol

Synonyms:51561-20-7;6-AMINO-2-CHLORO-4-METHYLNICOTINONITRILE;6-Amino-2-chloro-4-methyl-nicotinonitrile;6-AMINO-2-CHLORO-4-METHYLPYRIDINE-3-CARBONITRILE;SCHEMBL3639155;DTXSID40549761;ODMRBRUDPUNEHF-UHFFFAOYSA-N;BCA56120;MFCD09263992;AKOS006330507;AB50355;CS-0341324;C90487

Chemical Property of 6-Amino-2-chloro-4-methylnicotinonitrile

Chemical Property:

• Vapor Pressure: 0mmHg at 25°C
• Boiling Point: 375.862°C at 760 mmHg
• Flash Point: 181.115°C
• PSA: 63.43000
• Density: 1.355g/cm³
• LogP: 1.42738
• XLogP3: 1.5
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 0
• Exact Mass: 167.0250249
• Heavy Atom Count: 11
• Complexity: 185

Purity/Quality:

98%min ^*data from raw suppliers

6-Amino-2-chloro-4-methyl-nicotinonitrile ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=CC(=NC(=C1C#N)Cl)N

Technology Process of 6-Amino-2-chloro-4-methylnicotinonitrile

There total 4 articles about 6-Amino-2-chloro-4-methylnicotinonitrile 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: 90.0%

2,6-dichloro-4-methylnicotinonitrile (875-35-4) → 6-amino-2-chloro-4-methyl-3-pyridinecarbonitrile (51561-20-7)

Guidance literature:

With ammonia; In methanol; at 150 ℃; regioselective reaction; Microwave irradiation;

DOI:10.1016/j.bmcl.2019.06.032

Reference yield:

2,6-dichloro-4-methylnicotinonitrile (875-35-4) → 2-amino-6-chloro-4-methyl-3-pyridinecarbonitrile (52982-90-8) + 6-amino-2-chloro-4-methyl-3-pyridinecarbonitrile (51561-20-7)

Guidance literature:

With ammonia; at 20 ℃; for 20h;

Reference yield:

2,6-dihydroxy-3-cyano-4-methylpyrimidine (5444-02-0) → 6-amino-2-chloro-4-methyl-3-pyridinecarbonitrile (51561-20-7)

Guidance literature:

Multi-step reaction with 2 steps

1: 98 percent / POCl₃ / 7 h / 200 °C

2: 28 mg / NH₃ (liq.) / 20 h / 20 °C

With ammonia; trichlorophosphate;

upstream raw materials:

2,6-dichloro-4-methylnicotinonitrile

2,6-dihydroxy-3-cyano-4-methylpyrimidine

Downstream raw materials:

6-amino-2-ethoxy-4-methylnicotinonitrile

Refernces

• 1、 -. "POSITIVE ALLOSTERIC MODULATORS OF THE MUSCARINIC ACETYLCHOLINE RECEPTOR M4". Paragraph 0172; 0303. . Retrieved 2018/02/28.
• 2、 -. "NEW TRPA1 ANTAGONISTS". Page/Page column 68. . Retrieved 2017/08/01.