3-Cyano-2-hydroxy-6-(2-thienyl)-pyridine

Base Information

• Chemical Name: 3-Cyano-2-hydroxy-6-(2-thienyl)-pyridine
• CAS No.: 56304-76-8
• Molecular Formula: C10H6N2OS
• Molecular Weight: 202.23244
• DSSTox Substance ID: DTXSID80356512
• Nikkaji Number: J2.771.350E
• Wikidata: Q82135881
• Mol file: 56304-76-8.mol

Synonyms:56304-76-8;3-CYANO-2-HYDROXY-6-(2-THIENYL)-PYRIDINE;2-oxo-6-(thiophen-2-yl)-1,2-dihydropyridine-3-carbonitrile;2-oxo-6-thiophen-2-yl-1H-pyridine-3-carbonitrile;Cambridge id 5545642;Oprea1_752138;SCHEMBL7256598;DTXSID80356512;STL146194;AKOS005745532;AKOS010639557;CS-0251348;FT-0746463;EN300-54433;AE-473/31468044;SR-01000212422;2-hydroxy-6-(thiophen-2-yl)pyridine-3-carbonitrile;SR-01000212422-1;Z810411394;2-oxo-6-(2-thienyl)-1,2-dihydro-3-pyridinecarbonitrile

Chemical Property of 3-Cyano-2-hydroxy-6-(2-thienyl)-pyridine

Chemical Property:

• Vapor Pressure: 1.4E-08mmHg at 25°C
• Melting Point: 300-302 °C(Solv: acetic acid (64-19-7))
• Refractive Index: 1.662
• Boiling Point: 458.2°C at 760 mmHg
• PKA: 7.03±0.10(Predicted)
• Flash Point: 230.9°C
• PSA: 85.15000
• Density: 1.39g/cm³
• LogP: 2.38738
• XLogP3: 1.5
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 1
• Exact Mass: 202.02008399
• Heavy Atom Count: 14
• Complexity: 375

Purity/Quality:

97% ^*data from raw suppliers

2-oxo-6-(thiophen-2-yl)-1,2-dihydropyridine-3-carbonitrile ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CSC(=C1)C2=CC=C(C(=O)N2)C#N

Technology Process of 3-Cyano-2-hydroxy-6-(2-thienyl)-pyridine

There total 6 articles about 3-Cyano-2-hydroxy-6-(2-thienyl)-pyridine 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%

2-cyano-5-dimethylamino-5-thiophen-2-yl-penta-2,4-dienoic acid amide (1174035-52-9) → 1,2-dihydro-2-oxo-6-(2-thienyl)pyridine-3-carbonitrile (56304-76-8)

Guidance literature:

With water; sodium acetate; for 0.5h; Reflux;

DOI:10.3390/molecules14010068

Reference yield: 75.0%

(2E)-3-(dimethylamino)-1-thien-2-ylprop-2-en-1-one (34772-98-0,154321-55-8,265103-28-4) + cyanoacetic acid amide (107-91-5) → 1,2-dihydro-2-oxo-6-(2-thienyl)pyridine-3-carbonitrile (56304-76-8)

Guidance literature:

With sodium ethanolate; In ethanol; for 3h; Heating;

Reference yield:

3-dimethylamino-1-thiophen-2-ylpropenone (34772-98-0,154321-55-8,265103-28-4) + cyanoacetic acid amide (107-91-5) → 1,2-dihydro-2-oxo-6-(2-thienyl)pyridine-3-carbonitrile (56304-76-8)

Guidance literature:

With 1,4-diaza-bicyclo[2.2.2]octane; In ethanol; at 20 ℃; Reflux;

DOI:10.1016/j.bmcl.2014.01.075

upstream raw materials:

(2E)-3-(dimethylamino)-1-thien-2-ylprop-2-en-1-one

cyanoacetic acid amide

2-Acetylthiophene

2-cyano-5-dimethylamino-5-thiophen-2-yl-penta-2,4-dienoic acid amide