4-Chloro-5-nitro-2-hydroxypyridine

Base Information

• Chemical Name: 4-Chloro-5-nitro-2-hydroxypyridine
• CAS No.: 850663-54-6
• Molecular Formula: C5H3ClN2O3
• Molecular Weight: 174.543
• Hs Code.: 2933399090
• Mol file: 850663-54-6.mol

Synonyms:4-Chloro-5-nitropyridin-2-ol;4-Chloro-5-nitro-2-hydroxypyridine;4-Chloro-5-nitropyridin-2(1H)-one;

Chemical Property of 4-Chloro-5-nitro-2-hydroxypyridine

Chemical Property:

• Vapor Pressure: 4.97E-08mmHg at 25°C
• Refractive Index: 1.637
• Boiling Point: 430.9 °C at 760 mmHg
• PKA: 6.59±0.10(Predicted)
• Flash Point: 214.4 °C
• PSA: 78.94000
• Density: 1.664 g/cm³
• LogP: 1.87200
• Storage Temp.: Inert atmosphere,Store in freezer, under -20°C

Purity/Quality:

98.0% Min., ^*data from raw suppliers

4-Chloro-5-nitropyridin-2-ol ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Uses: 4-Chloro-5-nitropyridin-2-ol is one of the reactants in designing and synthesizing of a novel series of cyclohexyloxy-?pyridyl derivatives as inhibitors of diacylglycerol acyl transferase 1.

Technology Process of 4-Chloro-5-nitro-2-hydroxypyridine

There total 1 articles about 4-Chloro-5-nitro-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:

4-hydroxy-3-nitropyridine (5435-54-1) → 4-chloro-2-hydroxy-5-nitropyridine (850663-54-6)

Guidance literature:

Multi-step reaction with 2 steps

1: 99 percent / POCl₃ / toluene / 16 h / 110 °C

2: 80 percent / potassium t-butoxide; t-BuOOH / tetrahydrofuran; decane; liquid ammonia / 2 h / -35 °C

With tert.-butylhydroperoxide; potassium tert-butylate; trichlorophosphate; In tetrahydrofuran; decane; ammonia; toluene;

DOI:10.1021/jm060873p

Reference yield: 91.0%

4-chloro-2-hydroxy-5-nitropyridine (850663-54-6) + p-methoxybenzylmercaptan (6258-60-2) → C13H12N2O4S (1228150-22-8)

Guidance literature:

With sodium hydride; In tetrahydrofuran; at 20 ℃;

DOI:10.1016/j.tetlet.2010.03.070

Reference yield: 74.0%

4-chloro-2-hydroxy-5-nitropyridine (850663-54-6) → 2,4-dichloro-5-nitropyridine (4487-56-3)

Guidance literature:

With trichlorophosphate; In toluene; for 6h; Heating;

DOI:10.1021/jm060873p

upstream raw materials:

4-hydroxy-3-nitropyridine

Downstream raw materials:

2,4-dichloro-5-nitropyridine

4-(2-Fluoro-4-iodophenylamino)-5-nitropyridin-2(1H)-one

4-(2-Fluoro-4-bromophenylamino)-5-nitropyridin-2(1H)-one

4-(ethylamino)-5-nitro-2-phenoxy-pyridine

Refernces

• 1、 Stavenger, Robert A.,Cui, Haifeng,Dowdell, Sarah E.,Franz, Robert G.,Gaitanopoulos, Dimitri E.,Goodman, Krista B.,Hilfiker, Mark A.,Ivy, Robert L.,Leber, Jack D.,Marino Jr., Joseph P.,Oh, Hye-Ja,Viet, Andrew Q.,Xu, Weiwei,Ye, Guosen,Zhang, Daohua,Zhao, Yongdong,Jolivette, Larry J.,Head, Martha S.,Semus, Simon F.,Elkins, Patricia A.,Kirkpatrick, Robert B.,Dul, Edward,Khandekar, Sanjay S.,Yi, Tracey,Jung, David K.,Wright, Lois L.,Smith, Gary K.,Behm, David J.,Doe, Christopher P.,Bentley, Ross,Chen, Zunxuan X.,Hu, Erding,Lee, Dennis. "Discovery of aminofurazan-azabenzimidazoles as inhibitors of rho-kinase with high kinase selectivity and antihypertensive activity". . p. 2 - 5. Retrieved 2007/10/03.