4-Chloro-2-hydroxy-3-nitropyridine

Base Information

• Chemical Name: 4-Chloro-2-hydroxy-3-nitropyridine
• CAS No.: 165547-79-5
• Molecular Formula: C5H3ClN2O3
• Molecular Weight: 174.543
• Hs Code.: 2933399090
• Mol file: 165547-79-5.mol

Synonyms:4-Chloro-3-nitro-2-pyridone;4-Chloro-3-nitropyridin-2-ol;4-Chloro-3-nitro-2-hydroxypyridine;

Chemical Property of 4-Chloro-2-hydroxy-3-nitropyridine

Chemical Property:

• Vapor Pressure: 0.00316mmHg at 25°C
• Melting Point: 222-224 °C
• Refractive Index: 1.602
• Boiling Point: 283.4 °C at 760 mmHg
• PKA: 6.89±0.10(Predicted)
• Flash Point: 125.2 °C
• PSA: 78.68000
• Density: 1.61 g/cm³
• LogP: 1.45970
• Storage Temp.: Inert atmosphere,Store in freezer, under -20°C
• Water Solubility.: Insoluble in water.

Purity/Quality:

99% ^*data from raw suppliers

4-Chloro-3-nitropyridin-2-ol ^*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:

• Uses: 4-Chloro-3-nitro-2-pyridone finds an important application as raw material in organic synthesis and pharmaceuticals. It is also used as an intermediate in agrochemicals and dyestuffs.

Technology Process of 4-Chloro-2-hydroxy-3-nitropyridine

There total 13 articles about 4-Chloro-2-hydroxy-3-nitropyridine 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: 91.0%

2,4-dihydroxy-3-nitropyridine (89282-12-2) → 2-hydroxy-3-nitro-4-chloropyridine (165547-79-5)

Guidance literature:

With oxalyl dichloride; In N,N-dimethyl-formamide; acetonitrile; at 20 ℃; for 0.5h; Industrial scale;

DOI:10.1021/op400304h

Reference yield: 78.0%

4-hydroxy-3-nitro-2(1H)-pyridone (89282-12-2) → 4-chloro-3-nitropyridin-2(1H)-one (165547-79-5)

Guidance literature:

4-hydroxy-3-nitro-2(1H)-pyridone; With cycloheptanamine; In methanol; for 0.25h; Heating / reflux;

With trichlorophosphate; for 40h;

Reference yield: 47.0%

2,4-dichloro-3-nitro-pyridine (5975-12-2) → 2-hydroxy-3-nitro-4-chloropyridine (165547-79-5)

Guidance literature:

2,4-dichloro-3-nitro-pyridine; With cesium acetate; In N,N-dimethyl-formamide; for 18h; Inert atmosphere; Heating;

With water; In N,N-dimethyl-formamide; at 20 ℃;

upstream raw materials:

2,4-dihydroxy-3-nitropyridine

N-benzyl-N,N,N-triethylammonium chloride

4-chloro-3-nitro-2-pyridinamine

2,4-dichloro-3-nitro-pyridine

Downstream raw materials:

2-hydroxy-3-aminopyridine

4-amino-3-nitro-pyridin-2-ol

2-benzyloxy-4-chloro-3-nitropyridine

4-chloro-1-methyl-3-nitropyridine-2(1H)-one

Refernces

• 1、 -. "1-SUBSTITUTED 1,2,3,4-TETRAHYDRO-1,7-NAPHTHYRIDIN-8-AMINE DERIVATIVES AND THEIR USE AS EP4 RECEPTOR ANTAGONISTS". . . Retrieved 2017/02/09.
• 2、 Shu, Chutian,Ge, Hu,Song, Michael,Chen, Jyun-Hong,Zhou, Huimin,Qi, Qu,Wang, Feng,Ma, Xifeng,Yang, Xiaolei,Zhang, Genyan,Ding, Yanwei,Zhou, Dapeng,Peng, Peng,Shih, Cheng-Kon,Xu, Jun,Wu, Frank. "Discovery of imigliptin, a novel selective DPP-4 inhibitor for the treatment of type 2 diabetes". supporting information. p. 921 - 926. Retrieved 2014/09/17.