5-Chloro-2-hydroxypyridine

Base Information

• Chemical Name: 5-Chloro-2-hydroxypyridine
• CAS No.: 4214-79-3
• Molecular Formula: C5H4ClNO
• Molecular Weight: 129.546
• Hs Code.: 29337900
• European Community (EC) Number: 224-146-1
• UNII: R7A6F5D3KY
• DSSTox Substance ID: DTXSID1022215
• Nikkaji Number: J225.002K
• Wikidata: Q27287885
• ChEMBL ID: CHEMBL4535875
• Mol file: 4214-79-3.mol

Synonyms:5-chloro-2-pyridone

Chemical Property of 5-Chloro-2-hydroxypyridine

Chemical Property:

• Appearance/Colour: light yellow to beige crystalline powder
• Vapor Pressure: 0.00204mmHg at 25°C
• Melting Point: 163-165 °C(lit.)
• Refractive Index: 1.569
• Boiling Point: 290.7 °C at 760 mmHg
• PKA: 9.96±0.10(Predicted)
• Flash Point: 129.6 °C
• PSA: 33.12000
• Density: 1.35 g/cm³
• LogP: 1.44060
• Storage Temp.: Sealed in dry,Room Temperature
• XLogP3: 0.6
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 0
• Exact Mass: 128.9981414
• Heavy Atom Count: 8
• Complexity: 171

Purity/Quality:

99% ^*data from raw suppliers

5-Chloropyridin-2(1H)-one ^*data from reagent suppliers

Safty Information:

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

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC(=O)NC=C1Cl
• Uses: 5-chloro-2-hydroxypyridine (5-Chloro-2-pyridinol) was used to study the effect of dicumarol on xanthine dehydrogenase and mechanism of mitomycin C bioreduction by xanthine dehydrogenase.

Technology Process of 5-Chloro-2-hydroxypyridine

There total 15 articles about 5-Chloro-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: 95.0%

5-chloro-1-(4,6-diphenyl-2-pyridylcarbonyl)-2-pyridone (89478-74-0) → 5-chloro-1,2-dihydropyridin-2-one (4214-79-3) + 2-(ethoxycarbonyl)-4,6-diphenylpyridine (80560-56-1)

Guidance literature:

With hydrogenchloride; ethanol; Heating;

DOI:10.1039/P19830002623

Reference yield: 95.0%

ethanol (64-17-5) + 5-chloro-1-(4,6-diphenyl-2-pyridylcarbonyl)-2-pyridone (89478-74-0) → 5-chloro-1,2-dihydropyridin-2-one (4214-79-3) + 2-(ethoxycarbonyl)-4,6-diphenylpyridine (80560-56-1)

Guidance literature:

With hydrogenchloride; Heating;

DOI:10.1039/P19830002623

Reference yield: 90.0%

2-hydroxypyridin (142-08-5) → 5-chloro-2-pyridinol (4214-79-3)

Guidance literature:

With N-chloro-succinimide; In acetonitrile; at 25 - 75 ℃; for 1h;

DOI:10.1055/s-0031-1289732

upstream raw materials:

5-chloro-2-pyridylamine

2,5 dichloropyridine

2-Pyridone

2-aminopyridine

Downstream raw materials:

Phenyl-phosphonothioic acid O,O-bis-(5-chloro-pyridin-2-yl) ester

2,5 dichloropyridine

3-bromo-5-chloro-2-hydroxypyridine

5-chloro-2-trimethylsiloxypyridine

Refernces

• 1、 -. "5-alkyl-N-substituted aryl pyridone derivative, preparation method thereof and application of derivative". Paragraph 0109; 0112-0114. . Retrieved 2019/10/04.
• 2、 Gan, Zongjie,Hu, Bin,Song, Qiao,Xu, Yungen. "Convenient chlorination of some special aromatic compounds using N-chlorosuccinimide". experimental part. p. 1074 - 1078. Retrieved 2012/05/04.