2-(Dimethylamino)nicotinonitrile

Base Information

• Chemical Name: 2-(Dimethylamino)nicotinonitrile
• CAS No.: 60138-76-3
• Molecular Formula: C8H9 N3
• Molecular Weight: 147.17716
• Hs Code.: 2933399090
• European Community (EC) Number: 962-768-1
• DSSTox Substance ID: DTXSID20485678
• Wikidata: Q72469111
• Mol file: 60138-76-3.mol

Synonyms:2-(dimethylamino)nicotinonitrile;60138-76-3;2-(dimethylamino)pyridine-3-carbonitrile;3-Cyano-2-dimethylaminopyridine;SCHEMBL6191221;DTXSID20485678;AGKVQTZVCHITEU-UHFFFAOYSA-N;3-cyano-2-(dimethylamino)pyridine;MFCD08689753;AKOS000196622;GA-0731;SB53302;2-(DIMETHYLAMINO)-3-PYRIDYL CYANIDE;CS-0454177;FT-0681038;EN300-33371;A869038;J-506396;Z86242586

Chemical Property of 2-(Dimethylamino)nicotinonitrile

Chemical Property:

• Vapor Pressure: 0.009mmHg at 25°C
• Boiling Point: 264.861ºC at 760 mmHg
• PKA: 3.76±0.10(Predicted)
• Flash Point: 113.984ºC
• PSA: 39.92000
• Density: 1.113g/cm3
• LogP: 1.01928
• Storage Temp.: Room temperature.
• 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

2-(Dimethylamino)nicotinonitrile ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CN(C)C1=C(C=CC=N1)C#N

Technology Process of 2-(Dimethylamino)nicotinonitrile

There total 6 articles about 2-(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: 96.0%

2-chloro-3-pyridinecarbonitrile (6602-54-6) + N,N-dimethyl-formamide (68-12-2,33513-42-7) → 2-(N,N-dimethylamine)-3-pyridinecarbonitrile (60138-76-3)

Guidance literature:

at 180 ℃; for 0.416667h; Microwave irradiation;

DOI:10.1080/00397911.2010.515360

Reference yield: 76.0%

3-cyano-2-fluoropyridine (3939-13-7) + N,N-dimethyl-formamide (68-12-2,33513-42-7) → 2-(N,N-dimethylamine)-3-pyridinecarbonitrile (60138-76-3)

Guidance literature:

With potassium hydroxide; In neat (no solvent); at 100 ℃; for 24h; Sealed tube;

DOI:10.1021/acs.joc.8b02588

Reference yield: 47.0%

2-chloro-3-pyridinecarbonitrile (6602-54-6) + N,N-dimethyl acetamide (127-19-5,116057-81-9) → 2-(N,N-dimethylamine)-3-pyridinecarbonitrile (60138-76-3)

Guidance literature:

for 80h; Reflux; neat (no solvent);

DOI:10.1590/S0103-50532010000800005

upstream raw materials:

2-chloro-3-pyridinecarbonitrile

N,N-dimethyl-formamide

N,N-dimethyl acetamide

3-cyano-2-fluoropyridine

Downstream raw materials:

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

Refernces

• 1、 Yang, Chu,Zhang, Feng,Deng, Guo-Jun,Gong, Hang. "Amination of Aromatic Halides and Exploration of the Reactivity Sequence of Aromatic Halides". . p. 181 - 190. Retrieved 2019/01/10.
• 2、 Kodimuthali, Arumugam,Mungara, Anitha,Prasunamba, Padala Lakshmi,Pal, Manojit. "A simple synthesis of aminopyridines: Use of amides as amine source". experimental part. p. 1439 - 1445. Retrieved 2010/11/04.