2-Hydroxy-5-phenylnicotinonitrile

Base Information

• Chemical Name: 2-Hydroxy-5-phenylnicotinonitrile
• CAS No.: 35982-93-5
• Molecular Formula: C12H8 N2 O
• Molecular Weight: 196.208
• Hs Code.: 2933399990
• European Community (EC) Number: 874-806-3
• NSC Number: 167775
• DSSTox Substance ID: DTXSID00304858
• Wikidata: Q82051127
• ChEMBL ID: CHEMBL1539493
• Mol file: 35982-93-5.mol

Synonyms:35982-93-5;2-hydroxy-5-phenylnicotinonitrile;2-oxo-5-phenyl-1H-pyridine-3-carbonitrile;2-Hydroxy-5-phenyl-nicotinonitrile;2-Oxo-5-phenyl-1,2-dihydropyridine-3-carbonitrile;CHEMBL1539493;MFCD07801332;2-oxo-5-phenyl-1,2-dihydro-3-pyridinecarbonitrile;NSC167775;Bionet2_000885;Oprea1_877688;MLS000328019;SCHEMBL5397726;3-cyano-5-phenylpyridin-2-one;DTXSID00304858;PPAIIRSMKNKVOH-UHFFFAOYSA-N;HMS1366I05;HMS2356D03;BDBM50425961;AKOS002303418;AKOS006240237;4J-408S;NSC-167775;SB54524;SMR000168552;FT-0752251;AB00529653-02;F3284-7439

Chemical Property of 2-Hydroxy-5-phenylnicotinonitrile

Chemical Property:

• Vapor Pressure: 3.82E-07mmHg at 25°C
• Boiling Point: 416.4°Cat760mmHg
• Flash Point: 205.7°C
• PSA: 56.65000
• Density: 1.26g/cm³
• LogP: 1.91358
• XLogP3: 1.3
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 196.063662883
• Heavy Atom Count: 15
• Complexity: 378

Purity/Quality:

99% ^*data from raw suppliers

2-Hydroxy-5-phenyl-nicotinonitrile 95%+ ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C(C=C1)C2=CNC(=O)C(=C2)C#N

Technology Process of 2-Hydroxy-5-phenylnicotinonitrile

There total 8 articles about 2-Hydroxy-5-phenylnicotinonitrile 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: 100.0%

((E)-3-Dimethylamino-2-phenyl-allylidene)-dimethyl-ammonium; perchlorate (7089-34-1) + cyanoacetic acid amide (107-91-5) → 1,2-dihydro-2-oxo-5-phenyl-3-pyridinecarbonitrile (35982-93-5)

Guidance literature:

cyanoacetic acid amide; With sodium ethanolate; In ethanol; at 20 ℃; for 0.5h;

((E)-3-Dimethylamino-2-phenyl-allylidene)-dimethyl-ammonium; perchlorate; In ethanol; at 25 ℃; for 0.333333h; Time; Mechanism;

DOI:10.3184/174751915X14197029812826

Reference yield: 98.7%

((E)-3-Dimethylamino-2-phenyl-allylidene)-dimethyl-ammonium; perchlorate (7089-34-1) + cyanoacetic acid amide (107-91-5) → 2-cyano-5-(dimethylamino)-4-phenylpenta-2,4-dienamide + 1,2-dihydro-2-oxo-5-phenyl-3-pyridinecarbonitrile (35982-93-5)

Guidance literature:

cyanoacetic acid amide; With sodium ethanolate; In ethanol; at 20 ℃; for 0.5h;

((E)-3-Dimethylamino-2-phenyl-allylidene)-dimethyl-ammonium; perchlorate; In ethanol; at 0 ℃; for 0.666667h; Time; Mechanism;

DOI:10.3184/174751915X14197029812826

Reference yield:

((Z)-3-Dimethylamino-2-phenyl-allylidene)-dimethyl-ammonium; perchlorate (7089-34-1) + cyanoacetic acid amide (107-91-5) → 5-phenyl-2-hydroxynicotinonitrile (35982-93-5)

Guidance literature:

With sodium methylate; In methanol; at 20 ℃; for 5h; Reflux;

DOI:10.1016/j.ejmech.2012.12.016

upstream raw materials:

((Z)-3-Dimethylamino-2-phenyl-allylidene)-dimethyl-ammonium; perchlorate

cyanoacetic acid amide

phenylacetic acid

3-dimethylamino-2-phenylpropenal

Downstream raw materials:

1,2-dihydro-2-oxo-5-phenyl-3-pyridinecarboxylic acid

5-phenyl-2-chloropyridine-3-carbonitrile

Refernces

• 1、 Kwon, Yong-Ju,Kim, Won-Suk. "Protecting Group-Controlled Regioselective Synthesis for Unsymmetrical 3,5-Disubstituted Pyridones". . p. 1440 - 1449. Retrieved 2022/03/27.
• 2、 Zhang, Zhichao,Liu, Chengwu,Li, Xiangqian,Song, Ting,Wu, Zhiyong,Liang, Xiaomeng,Zhao, Yan,Shen, Xiaoyun,Chen, Hongbo. "Fragment-based design, synthesis, and biological evaluation of N-substituted-5-(4-isopropylthiophenol)-2-hydroxynicotinamide derivatives as novel Mcl-1 inhibitors". . p. 410 - 420. Retrieved 2013/04/10.