3-Chloropyridin-2-ol

Base Information

• Chemical Name: 3-Chloropyridin-2-ol
• CAS No.: 13466-35-8
• Molecular Formula: C5H4ClNO
• Molecular Weight: 129.546
• Hs Code.: 29339900
• Mol file: 13466-35-8.mol

Synonyms:2(1H)-Pyridone,3-chloro- (6CI,7CI,8CI);2-Hydroxy-3-chloropyridine;3-Chloro-1,2-dihydropyridin-2-one;3-Chloro-2(1H)-pyridone;3-Chloro-2-hydroxypyridine;3-Chloro-2-pyridinol;3-Chloro-2-pyridone;

Chemical Property of 3-Chloropyridin-2-ol

Chemical Property:

• Vapor Pressure: 0.000338mmHg at 25°C
• Melting Point: 180-182 °C
• Refractive Index: 1.569
• Boiling Point: 319.5 °C at 760 mmHg
• PKA: 10.53±0.10(Predicted)
• Flash Point: 147 °C
• PSA: 33.12000
• Density: 1.35 g/cm³
• LogP: 1.44060
• Storage Temp.: Room temperature.
• Water Solubility.: Soluble in water (25 deg C)

Purity/Quality:

99% ^*data from raw suppliers

3-Chloro-2-hydroxypyridine ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi,Xn
• Statements: 20/21/22-36/37/38-41-37/38-22
• Safety Statements: 22-26-36/37-39-37

MSDS Files:

Useful:

• Uses: 3-Chloro-2-hydroxypyridine is used as an organic intermediate.

Technology Process of 3-Chloropyridin-2-ol

There total 10 articles about 3-Chloropyridin-2-ol 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: 93.3%

piperidin-2-one (675-20-7) → 3-chloro-2-hydroxypyridine (13466-35-8)

Guidance literature:

piperidin-2-one; With triphenyl phosphite; chlorine; at 70 - 75 ℃;

With sodium hydroxide; In water; at 40 - 45 ℃; for 3h; Reagent/catalyst; Solvent; Temperature;

Reference yield: 92.0%

3-chloro-2-iodo-1-methylpyridinium iodide (1163681-53-5) + 4-methoxy-aniline (104-94-9) → 3-chloropyridin-2(1H)-one (13466-35-8) + N-[3-chloro-1-methylpyridin-2(1H)-ylidene]-4-methoxyaniline (1163681-55-7)

Guidance literature:

In tetrahydrofuran; at 50 ℃; for 24h; Inert atmosphere;

DOI:10.1002/adsc.200800077

Reference yield: 85.0%

3-chloro-2-iodo-1-methylpyridinium iodide (1163681-53-5) + aniline (62-53-3) → 3-chloropyridin-2(1H)-one (13466-35-8) + N-[3-chloro-1-methylpyridin-2(1H)-ylidene]aniline (1163681-54-6)

Guidance literature:

In tetrahydrofuran; at 50 ℃; for 24h; Inert atmosphere;

DOI:10.1002/adsc.200800077

upstream raw materials:

2-acetyloxy-3-chloropyridine

3-bromo-pyridin-2-ol

2,3,6-trichloropyridine

2,3-dichloro-pyridine

Downstream raw materials:

3-chloro-2H-[1,2'-bipyridin]-2-one

2,3-dichloro-pyridine

Refernces

• 1、 -. "Simple preparation method of 2,3-dichloropyridine". Paragraph 0046-0051; 0061-0062. . Retrieved 2020/03/03.
• 2、 Wu, Yu-Chun,Jhong, Yi,Lin, Hui-Jie,Swain, Sharada Prasanna,Tsai, Hui-Hsu Gavin,Hou, Duen-Ren. "Organocatalyzed Enantioselective Michael Addition of 2-Hydroxypyridines and α,β-Unsaturated 1,4-Dicarbonyl Compounds". . p. 4966 - 4982. Retrieved 2019/11/03.