2-Oxo-1,2-dihydro-1,8-naphthyridine-3-carbonitrile

Base Information

• Chemical Name: 2-Oxo-1,2-dihydro-1,8-naphthyridine-3-carbonitrile
• CAS No.: 60467-72-3
• Molecular Formula: C₉H₅N₃O
• Molecular Weight: 171.158
• Hs Code.: 2933990090
• European Community (EC) Number: 891-857-7
• DSSTox Substance ID: DTXSID50462932
• Wikidata: Q82287578
• Mol file: 60467-72-3.mol

Synonyms:60467-72-3;2-oxo-1,2-dihydro-1,8-naphthyridine-3-carbonitrile;2-oxo-1H-1,8-naphthyridine-3-carbonitrile;2-Hydroxy-3-cyano-1,8-naphthyridine;3-cyano-2(1H)naphthyridinone;SCHEMBL9377003;DTXSID50462932;HUWKQMRNPHUGMK-UHFFFAOYSA-N;MFCD18803535;AKOS015855695;CF-0740;FT-0682953;EN300-306678;J-510202

Chemical Property of 2-Oxo-1,2-dihydro-1,8-naphthyridine-3-carbonitrile

Chemical Property:

• Melting Point: >300 °C(Solv: N,N-dimethylformamide (68-12-2); water (7732-18-5))
• Boiling Point: 373.1±45.0 °C(Predicted)
• PKA: 0.03±0.20(Predicted)
• PSA: 69.54000
• Density: 1.38±0.1 g/cm3(Predicted)
• LogP: 0.79478
• XLogP3: 0.5
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 0
• Exact Mass: 171.043261791
• Heavy Atom Count: 13
• Complexity: 312

Purity/Quality:

98%min ^*data from raw suppliers

2-oxo-1,2-dihydro-1,8-naphthyridine-3-carbonitrile ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC2=C(NC(=O)C(=C2)C#N)N=C1

Technology Process of 2-Oxo-1,2-dihydro-1,8-naphthyridine-3-carbonitrile

There total 8 articles about 2-Oxo-1,2-dihydro-1,8-naphthyridine-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: 90.0%

2-Aminonicotinaldehyde (7521-41-7) + ethyl 2-cyanoacetate (105-56-6) → 2-hydroxy-3-cyano-1,8-naphthyridine (60467-72-3)

Guidance literature:

With piperidine; Neat (no solvent);

DOI:10.3109/14756366.2010.537658

Reference yield: 90.0%

2-Aminonicotinaldehyde (7521-41-7) + ethyl 2-cyanoacetate (105-56-6) → 2-oxo-1,2-dihydro-1,8-naphthyridine-3-carbonitrile (60467-72-3)

Guidance literature:

With piperidine; at 20 ℃; for 0.166667h;

DOI:10.1016/j.bmcl.2004.07.060

Reference yield: 85.0%

2-amino-3-cyano-1,8-naphthyridine (15935-95-2) → 2-hydroxy-3-cyano-1,8-naphthyridine (60467-72-3)

Guidance literature:

With sulfuric acid; sodium nitrite; In water; at 0 - 20 ℃; for 24h;

upstream raw materials:

2-Aminonicotinaldehyde

ethyl 2-cyanoacetate

piperidine

2-amino-3-cyano-1,8-naphthyridine

Downstream raw materials:

2-{4-[4-(2-methylthiazol-4-yl)phenethyl]piperazin-1-yl}-1,8-naphthyridine-3-carbonitrile

2-{4-[4-(2-aminothiazol-4-yl)phenethyl]piperazin-1-yl}-1,8-naphthyridine-3-carbonitrile

2-{4-[4-(2-(methylamino)thiazol-4-yl)phenethyl]piperazin-1-yl}-1,8-naphthyridine-3-carbonitrile

2-{4-[4-(2-amino-5-methylthiazol-4-yl)phenethyl]piperazin-1-yl}-1,8-naphthyridine-3-carbonitrile

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