2-(Quinolin-2-yl)acetonitrile

Base Information

• Chemical Name: 2-(Quinolin-2-yl)acetonitrile
• CAS No.: 14068-28-1
• Molecular Formula: C11H8 N2
• Molecular Weight: 168.198
• Hs Code.: 2933499090
• European Community (EC) Number: 874-233-9
• DSSTox Substance ID: DTXSID30295028
• Nikkaji Number: J1.489.580I
• Wikidata: Q82034692
• ChEMBL ID: CHEMBL4547353
• Mol file: 14068-28-1.mol

Synonyms:2-(quinolin-2-yl)acetonitrile;14068-28-1;2-Quinolineacetonitrile;2-quinolin-2-ylacetonitrile;2-cyanomethylquinoline;2-Quinolylacetonitrile;Quinoline-2-acetonitrile;2-(Cyanomethyl)quinoline;Quinolin-2-yl-acetonitrile;2-(2-Quinolyl)acetonitrile;SCHEMBL1078145;CHEMBL4547353;DTXSID30295028;UNFOICLZNBECOR-UHFFFAOYSA-N;AKOS009157561;SB67888;CS-0375914;EN300-43680

Chemical Property of 2-(Quinolin-2-yl)acetonitrile

Chemical Property:

• PSA: 36.68000
• LogP: 2.30088
• XLogP3: 1.9
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 168.068748264
• Heavy Atom Count: 13
• Complexity: 215

Purity/Quality:

99% ^*data from raw suppliers

2-(quinolin-2-yl)acetonitrile ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C2C(=C1)C=CC(=N2)CC#N

Technology Process of 2-(Quinolin-2-yl)acetonitrile

There total 2 articles about 2-(Quinolin-2-yl)acetonitrile 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:

2-Chloroquinoline (612-62-4) + acetonitrile (75-05-8,26809-02-9) → 2-aminoquinoline (580-22-3) + 2-methylquinazoline (700-79-8) + 2-(quinolin-2-yl)acetonitrile (14068-28-1) + 2-methylquinoline-3-carbonitrile (72248-92-1)

Guidance literature:

With ammonia; In diethyl ether; for 0.25h; Irradiation;

DOI:10.1021/jo00162a020

Reference yield:

2-Chloroquinoline (612-62-4) + acetonitrile (75-05-8,26809-02-9) → 2-(quinolin-2-yl)acetonitrile (14068-28-1) + 2-methylquinoline-3-carbonitrile (72248-92-1) + bis(2-quinolyl)acetonitrile (22200-36-8)

Guidance literature:

With potassium hydride; In tetrahydrofuran; for 1h; Irradiation;

DOI:10.1021/jo00162a020

Reference yield: 95.0%

2-(quinolin-2-yl)acetonitrile (14068-28-1) + carbon dioxide (124-38-9,18923-20-1) + phenylacetylene (536-74-3) → 1-oxo-3-phenyl-1H-pyrido[1,2-a]quinoline-4-carbonitrile

Guidance literature:

carbon dioxide; phenylacetylene; With ethyl bromide; caesium carbonate; silver(l) oxide; In N,N-dimethyl-formamide; at 50 ℃; for 12h; Schlenk technique;

2-(quinolin-2-yl)acetonitrile; In N,N-dimethyl-formamide; at 100 ℃; for 4h; Inert atmosphere;

DOI:10.1021/acs.joc.8b01206

upstream raw materials:

2-Chloroquinoline

acetonitrile

Downstream raw materials:

[2]quinolyl-(4-dimethylamino-phenylimino)-acetonitrile

quinoline-2-acetic acid

quinoline-2-acetic acid methyl ester

α-(2-quinolyl)-2,4,6-trihydroxyacetophenone