6-(Dimethylamino)nicotinonitrile

Base Information

• Chemical Name: 6-(Dimethylamino)nicotinonitrile
• CAS No.: 154924-17-1
• Molecular Formula: C₈H₉N₃
• Molecular Weight: 147.18
• Hs Code.: 2933399990
• DSSTox Substance ID: DTXSID20594774
• Nikkaji Number: J1.884.973I
• Wikidata: Q72469108
• Mol file: 154924-17-1.mol

Synonyms:6-(dimethylamino)nicotinonitrile;154924-17-1;6-(dimethylamino)pyridine-3-carbonitrile;3-PYRIDINECARBONITRILE, 6-(DIMETHYLAMINO)-;6-(DIMETHYLAMINO)-3-PYRIDINECARBONITRILE;6-Dimethylaminonicotinonitrile;6dimethylamino-nicotinonitrile;SCHEMBL165008;6-Dimethylamino-nicotinonitrile;DTXSID20594774;YIZXYFJKSCABES-UHFFFAOYSA-N;MFCD08272099;AKOS000192562;AB44360;GA-0738;DB-064065;CS-0377264;EN300-31806;A883683;J-518070;Z281802052

Chemical Property of 6-(Dimethylamino)nicotinonitrile

Chemical Property:

• Vapor Pressure: 0mmHg at 25°C
• Melting Point: 66-68 °C
• Refractive Index: 1.552
• Boiling Point: 330.925 °C at 760 mmHg
• Flash Point: 153.938 °C
• PSA: 39.92000
• Density: 1.113 g/cm³
• LogP: 1.01928
• Storage Temp.: 2-8°C
• XLogP3: 1
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 1
• Exact Mass: 147.079647300
• Heavy Atom Count: 11
• Complexity: 167

Purity/Quality:

98%min ^*data from raw suppliers

6-(Dimethylamino)-3-pyridinecarbonitrile ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CN(C)C1=NC=C(C=C1)C#N
• Uses: 6-(Dimethylamino)-3-pyridinecarbonitrile is a useful synthetic intermediate.

Technology Process of 6-(Dimethylamino)nicotinonitrile

There total 6 articles about 6-(Dimethylamino)nicotinonitrile 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: 100.0%

→ N'-(5-cyanopyridin-2-yl)-N,N-dimethylformamidine (154924-17-1)

Guidance literature:

Reference yield: 89.0%

6-aminonicotinonitrile (4214-73-7) + methyl iodide (74-88-4) → N'-(5-cyanopyridin-2-yl)-N,N-dimethylformamidine (154924-17-1)

Guidance literature:

6-aminonicotinonitrile; With sodium hydride; In tetrahydrofuran; mineral oil; at 0 ℃; for 0.25h;

methyl iodide; In tetrahydrofuran; mineral oil; at 20 ℃; for 12h;

Reference yield: 84.0%

5-bromo-2-dimethylaminopyridine (26163-07-5) + 2,2-dimethylmalononitrile (7321-55-3) → N'-(5-cyanopyridin-2-yl)-N,N-dimethylformamidine (154924-17-1)

Guidance literature:

5-bromo-2-dimethylaminopyridine; With magnesium; lithium chloride; In tetrahydrofuran; at 23 ℃;

2,2-dimethylmalononitrile; In tetrahydrofuran; at 0 - 23 ℃; for 2h;

DOI:10.1021/jacs.5b06136

upstream raw materials:

6-chloronicotinonitrile

dimethyl amine

5-bromo-2-dimethylaminopyridine

ethyl 2-cyanoacetate

Downstream raw materials:

5-(aminomethyl)-N,N-dimethylpyridin-2-amine

[1,2,4]triazolo[1,5-a]pyridin-6-ylmethanamine

[1,2,4]triazolo[1,5-a]pyridine-6-carbonitrile

6-(dimethylamino)nicotine-3-carboxaldehyde

Refernces

• 1、 -. "NMDA RECEPTOR MODULATORS AND USES THEREOF". Paragraph 00254. . Retrieved 2018/07/29.
• 2、 -. "NOVEL HETEROCYCLIC COMPOUNDS AND SALTS THEREOF, AND LUMINESCENT SUBSTRATE COMPOSITIONS". Paragraph 0052; 0053. . Retrieved 2016/10/07.