2-Oxo-6-(trifluoromethyl)-1,2-dihydropyridine-3-carbonitrile

Base Information

• Chemical Name: 2-Oxo-6-(trifluoromethyl)-1,2-dihydropyridine-3-carbonitrile
• CAS No.: 116548-04-0
• Molecular Formula: C7H3 F3 N2 O
• Molecular Weight: 188.1067296
• Hs Code.: 2933399090
• European Community (EC) Number: 692-466-2
• DSSTox Substance ID: DTXSID90554901
• Wikidata: Q72459280
• Mol file: 116548-04-0.mol

Synonyms:116548-04-0;2-oxo-6-(trifluoromethyl)-1,2-dihydropyridine-3-carbonitrile;2-hydroxy-6-(trifluoromethyl)nicotinonitrile;3-CYANO-6-(TRIFLUOROMETHYL)PYRID-2-ONE;2-oxo-6-(trifluoromethyl)-1H-pyridine-3-carbonitrile;3-Pyridinecarbonitrile, 1,2-dihydro-2-oxo-6-(trifluoromethyl)-;MFCD09749653;2-Hydroxy-6-trifluoromethyl nicotinonitrile;3-Cyano-6-(trifluoromethyl)-2-pyridone;2-Hydroxy-6-trifluoromethyl-nicotinonitrile;SCHEMBL14658984;DTXSID90554901;AKOS005145665;AKOS005255929;AM86354;AS-41755;CS-0133780;A18104;EN300-171611;F18610;Z839026192;3-Cyano-6-(trifluoromethyl)pyrid-2-one;2-Oxo-6-(trifluoromethyl)-1,2-dihydropyridine-3-carbonitrile

Chemical Property of 2-Oxo-6-(trifluoromethyl)-1,2-dihydropyridine-3-carbonitrile

Chemical Property:

• Vapor Pressure: 4.7E-05mmHg at 25°C
• Melting Point: 210-211
• Boiling Point: 339.4°Cat760mmHg
• PKA: 4.94±0.10(Predicted)
• Flash Point: 159°C
• PSA: 56.65000
• Density: 1.53g/cm³
• LogP: 1.26538
• Storage Temp.: Sealed in dry,Room Temperature
• XLogP3: 1
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 0
• Exact Mass: 188.01974721
• Heavy Atom Count: 13
• Complexity: 356

Purity/Quality:

97% ^*data from raw suppliers

2-Hydroxy-6-(trifluoromethyl)nicotinonitrile ^*data from reagent suppliers

Safty Information:

• Hazard Codes: Xi

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=C(C(=O)NC(=C1)C(F)(F)F)C#N

Technology Process of 2-Oxo-6-(trifluoromethyl)-1,2-dihydropyridine-3-carbonitrile

There total 5 articles about 2-Oxo-6-(trifluoromethyl)-1,2-dihydropyridine-3-carbonitrile 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: 79.0%

(E)-4-Ethoxy-1,1,1-trifluoro-3-buten-2-one (59938-06-6) + cyanoacetic acid amide (107-91-5) → 2-hydroxy-6-(trifluoromethyl)nicotinonitrile (116548-04-0)

Guidance literature:

cyanoacetic acid amide; With sodium hydride; In 1,4-dioxane; mineral oil; at 10 - 20 ℃; for 0.5h;

(E)-4-Ethoxy-1,1,1-trifluoro-3-buten-2-one; In 1,4-dioxane; mineral oil; for 22h; Reflux;

Reference yield: 77.0%

(E)-4-Ethoxy-1,1,1-trifluoro-3-buten-2-one (59938-06-6) + cyanoacetic acid amide (107-91-5) → 2-oxo-6-(trifluoromethyl)-1,2-dihydropyridine-3-carbonitrile (116548-04-0)

Guidance literature:

With potassium carbonate; In toluene; for 9h; Dean-Stark; Reflux;

DOI:10.1021/jm300780p

Reference yield: 70.4%

4-butoxy-1,1,1-trifluoro-but-3-en-2-one (120407-73-0) + cyanoacetic acid amide (107-91-5) → 2-oxo-6-(trifluoromethyl)-1,2-dihydropyridine-3-carbonitrile (116548-04-0)

Guidance literature:

cyanoacetic acid amide; With sodium ethanolate; In ethanol; at 60 ℃; for 0.5h;

4-butoxy-1,1,1-trifluoro-but-3-en-2-one; for 5h; Reflux;

upstream raw materials:

4-n-butoxy-1,1,1-trifluorobut-3-en-2-one

cyanoacetic acid amide

(E)-4-Ethoxy-1,1,1-trifluoro-3-buten-2-one

4-ethoxy-1,1,1-trifluoro-3-butene-2-one

Downstream raw materials:

2-phenylamino-6-trifluoromethyl-nicotinonitrile

2-(4-fluoro-phenylamino)-6-trifluoromethyl-nicotinonitrile

2-(4-chloro-phenylamino)-6-trifluoromethyl-nicotinonitrile

2-(3, 4-dimethyl-phenylamino)-6-trifluoromethyl-nicotinonitrile