3-Cyano-4,6-dimethyl-2-hydroxypyridine

Base Information

• Chemical Name: 3-Cyano-4,6-dimethyl-2-hydroxypyridine
• CAS No.: 769-28-8
• Molecular Formula: C8H8N2O
• Molecular Weight: 148.164
• Hs Code.: 29333990
• European Community (EC) Number: 212-207-5
• NSC Number: 54161,52066
• UNII: OTS4S2R79E
• DSSTox Substance ID: DTXSID3022118
• Nikkaji Number: J103.254B
• Wikidata: Q27285844
• Mol file: 769-28-8.mol

Synonyms:769-28-8;3-Cyano-4,6-dimethyl-2-hydroxypyridine;2-Hydroxy-4,6-dimethylnicotinonitrile;4,6-dimethyl-2-oxo-1,2-dihydropyridine-3-carbonitrile;2-Hydroxy-4,6-dimethylpyridine-3-carbonitrile;70254-47-6;4,6-dimethyl-2-oxo-1H-pyridine-3-carbonitrile;3-CYANO-4,6-DIMETHYL-2-PYRIDONE;3-Pyridinecarbonitrile, 1,2-dihydro-4,6-dimethyl-2-oxo-;4,6-Dimethyl-2-hydroxynicotinonitrile;3-Cyano-2-Hydroxy-4,6-Dimethylpyridine;Nicotinonitrile, 1,2-dihydro-4,6-dimethyl-2-oxo-;EINECS 212-207-5;UNII-OTS4S2R79E;OTS4S2R79E;AI3-17235;1,2-Dihydro-4,6-dimethyl-2-oxonicotinonitrile;MFCD00006269;MFCD00039703;NSC-52066;NSC-54161;4,6-Dimethyl-2-oxo-1,2-dihydro-3-pyridinecarbonitrile;3-cyano-4,6-dimethyl-2(1H)-pyridinone;Nicotinonitrile,2-dihydro-4,6-dimethyl-2-oxo-;3-Pyridinecarbonitrile,2-dihydro-4,6-dimethyl-2-oxo-;NSC52066;SCHEMBL1694465;DTXSID3022118;CHEBI:194823;HMS1735N01;3-cyano-4,6-dimethylpyrid-2-one;4,6-Dimethyl-3-cyano-2-pyridone;2,4-dimethyl-5-cyano-6-pyridinol;BCP08004;NSC54161;BBL027943;NSC 52066;NSC 54161;STK397420;STK397864;AKOS000274380;AKOS000306368;CS-W020078;PB47393;3-cyano-4,6-dimethyl-1H-pyridin-2-one;CS-10694;LS-96648;SY011616;3-Cyano-4,6-dimethylpyridine-2(1H)-one;A9746;AM20070125;BB 0254134;C2672;FT-0617260;EN300-14166;VU0507930-1;2P-717;3-CYANO-4,6-DIMETHYL-2(1H)-PYRIDONE;4,6-Dimethyl-2-hydroxypyridine-3-carbonitrile;W13738;2-hydroxy-4,6-dimethyl-pyridine-3-carbonitrile;3-Pyridinecarbonitrile, 2-hydroxy-4,6-dimethyl-;AC-907/25005388;Q-102025;2-Hydroxy-4,6-dimethylpyridine-3-carbonitrile, 98%;Q27285844;Z99598988;4,6-dimethyl-2-oxo-1,2-dihydro-pyridine-3-carbonitrile;F1371-0166;F1973-0001;F3045-0006;4,6-Dimethyl-2-oxo-1,2-dihydro-3-pyridinecarbonitrile #;2-hydroxy-4,6-dimethylnicotinonitrile;4,6-Dimethyl-2-oxo-1,2-dihydropyridine-3-carbonitrile

Chemical Property of 3-Cyano-4,6-dimethyl-2-hydroxypyridine

Chemical Property:

• Appearance/Colour: white fine crystals or crystalline powder
• Vapor Pressure: 0.000685mmHg at 25°C
• Melting Point: 285-287 °C(lit.)
• Refractive Index: 1.565
• Boiling Point: 335.6 °C at 760 mmHg
• PKA: 9.06±0.10(Predicted)
• Flash Point: 156.8 °C
• PSA: 56.65000
• Density: 1.16 g/cm³
• LogP: 0.86338
• Storage Temp.: Inert atmosphere,Room Temperature
• XLogP3: 0.4
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 0
• Exact Mass: 148.063662883
• Heavy Atom Count: 11
• Complexity: 314

Purity/Quality:

98%,99%, ^*data from raw suppliers

3-Cyano-4,6-dimethyl-2-hydroxypyridine ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn,Xi
• Hazard Codes: Xn,Xi
• Statements: 20/21/22-36/37/38
• Safety Statements: 26-37/39

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=CC(=C(C(=O)N1)C#N)C

Technology Process of 3-Cyano-4,6-dimethyl-2-hydroxypyridine

There total 63 articles about 3-Cyano-4,6-dimethyl-2-hydroxypyridine 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: 98.0%

C10H11N3O2 → 3-Cyano-4,6-dimethyl-2(1H)-pyridon (769-28-8)

Guidance literature:

With dimethyl sulfoxide; sodium iodide; at 130 ℃; for 4h;

DOI:10.1080/00397910701459548

Reference yield: 97.0%

acetylacetone (123-54-6,81235-32-7) + cyanoacetic acid amide (107-91-5) → 3-Cyano-4,6-dimethyl-2(1H)-pyridon (769-28-8)

Guidance literature:

With morpholine; In methanol; at 65 ℃;

Reference yield: 95.0%

acetylacetone (1522-20-9,26567-75-9,72036-58-9) + cyanoacetic acid amide (107-91-5) → 3-Cyano-4,6-dimethyl-2(1H)-pyridon (769-28-8)

Guidance literature:

With sodium hydroxide; N-benzyl-N,N,N-triethylammonium chloride; for 4h;

upstream raw materials:

piperidine

ethanol

acetylacetone

cyanoacetic acid amide

Downstream raw materials:

6-Hydroxy-2,4-lutidin

3-(aminomethyl)-4,6-dimethylpyridin-2-ol

2-chloro-4,6-dimethylnicotinonitrile

2-hydroxy-4,6-dimethylnicotinic acid

Refernces

• 1、 Kazemi, Bagher,Javanshir, Shahrzad,Maleki, Ali,Safari, Mostafa,Khavasi, Hamid Reza. "An efficient synthesis of 4H-chromene, 4H-pyran, and oxepine derivatives via one-pot three-component tandem reactions". . p. 6977 - 6981. Retrieved 2012.
• 2、 Kim, Dmitry G.,Kalita, Elena V.,Sharutin, Vladimir V.,Ovchinnikova, Irina G.,Ezhikova, Marina А.,Kodess, Mikhail I.,Slepukhin, Pavel А.,Vasilenko, Anna V.. "Synthesis and halocyclization of 3-cyano-4,6-dimethyl-2-pyridone allyl derivatives". . p. 566 - 572. Retrieved 2019.
• 3、 El–Tahawy, Mohsen M. T.,Garavelli, Marco,Keshk, Reda M.. "Synthesis, physicochemical and vibrational spectral properties of 2–pyridone and 2–aminopyridine derivatives: An experimental and theoretical study". . . Retrieved 2020/09/01.
• 4、 Chen, Guoliang,Du, Fangyu,Sun, Wenjiao,Wang, Lihui,Wu, Chunfu,Yang, Cheng,Zhou, Qifan. "5-Hydroxyindole-based EZH2 inhibitors assembled via TCCA-catalyzed condensation and Nenitzescu reactions". supporting information. . Retrieved 2020/05/16.