6-Hydroxynicotinonitrile

Base Information

• Chemical Name: 6-Hydroxynicotinonitrile
• CAS No.: 94805-52-4
• Molecular Formula: C6H4N2O
• Molecular Weight: 120.111
• Hs Code.: 2933399090
• European Community (EC) Number: 688-401-2
• DSSTox Substance ID: DTXSID70915298
• Nikkaji Number: J642.731F
• Wikidata: Q72458323
• Mol file: 94805-52-4.mol

Synonyms:6-Hydroxynicotinonitrile;94805-52-4;95891-30-8;3-cyano-6-hydroxypyridine;6-oxo-1,6-dihydropyridine-3-carbonitrile;5-CYANO-2-HYDROXYPYRIDINE;6-oxo-1H-pyridine-3-carbonitrile;6-oxo-1,6-dihydro-3-pyridinecarbonitrile;3-PYRIDINECARBONITRILE, 6-HYDROXY-;3-Pyridinecarbonitrile, 1,6-dihydro-6-oxo-;6-Hydroxy-nicotinonitrile;6-oxo-1,6-dihydro-pyridine-3-carbonitrile;2-Hydroxy-5-cyanopyridine;6-oxidanylidene-1H-pyridine-3-carbonitrile;2-HYDROXY-5-CYANO PYRIDINE;5-cyano-2-pyridinone;3-cyano-6-hydroxy-pyridine;SCHEMBL197468;DTXSID70915298;CCQUUHVUQQFTGV-UHFFFAOYSA-N;6-Hydroxynicotinonitrile, AldrichCPR;MFCD06656489;AKOS005070039;AKOS005199145;CS-W020390;PB17354;PS-4874;SB10167;AC-25213;FT-0653612;FT-0654138;EN300-25722;2Z-0721;A845106;A848710;J-518973;Z217164566

Chemical Property of 6-Hydroxynicotinonitrile

Chemical Property:

• Appearance/Colour: light yellow cryst
• Vapor Pressure: 0.000143mmHg at 25°C
• Melting Point: 256-258 °C
• Refractive Index: 1.571
• Boiling Point: 404.847 °C at 760 mmHg
• PKA: 8.67±0.10(Predicted)
• Flash Point: 198.644 °C
• PSA: 56.91000
• Density: 1.332 g/cm³
• LogP: 0.65888
• Storage Temp.: Keep Cold
• XLogP3: -0.4
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 0
• Exact Mass: 120.032362755
• Heavy Atom Count: 9
• Complexity: 241

Purity/Quality:

97% ^*data from raw suppliers

5-Cyano-2(1H)-pyridinone ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi,Xn
• Statements: 36/37/38-22
• Safety Statements: 26-36

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC(=O)NC=C1C#N

Technology Process of 6-Hydroxynicotinonitrile

There total 6 articles about 6-Hydroxynicotinonitrile 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: 95.0%

pyridine-3-carbonitrile (100-54-9,121697-66-3,1232169-17-3,68271-95-4) → 6-hydroxy-3-pyridinecarbonitrile (94805-52-4,95891-30-8)

Guidance literature:

Microbiological reaction;

DOI:10.1246/bcsj.73.1227

Reference yield: 78.1%

6-aminonicotinonitrile (4214-73-7) → 6-hydroxy-3-pyridinecarbonitrile (94805-52-4,95891-30-8)

Guidance literature:

DOI:10.1271/bbb.59.572

Reference yield:

5-bromo-2-pyridylamine (1072-97-5) → 6-hydroxy-3-pyridinecarbonitrile (94805-52-4,95891-30-8)

Guidance literature:

Multi-step reaction with 2 steps

1: N,N-dimethyl-formamide / 4 h / Inert atmosphere; Schlenk technique; Reflux

2: sulfuric acid; sodium nitrite / 2 h / 0 °C / Inert atmosphere; Schlenk technique

With sulfuric acid; sodium nitrite; In N,N-dimethyl-formamide;

DOI:10.1016/j.jorganchem.2017.05.018

upstream raw materials:

5-amino-2-hydroxypyridine

potassium cyanide

6-aminonicotinonitrile

6-ethoxy-nicotinonitrile

Downstream raw materials:

6-{3-[4-(5,7-dihydro-pyrrolo[3,4-b]pyridin-6-yl)-3-fluoro-phenyl]-2-oxo-oxazolidin-5-ylmethoxy}-nicotinonitrile

6-chloro-5-nitro-3-pyridinecarbonitrile

6-hydroxy-5-nitropyridine-3-carbonitrile

6-chloronicotinonitrile