2,4-Dichloro-3-nitropyridine

Base Information

• Chemical Name: 2,4-Dichloro-3-nitropyridine
• CAS No.: 5975-12-2
• Molecular Formula: C5H2Cl2N2O2
• Molecular Weight: 192.989
• Hs Code.: 2933399090
• European Community (EC) Number: 688-499-7
• DSSTox Substance ID: DTXSID50441383
• Nikkaji Number: J2.915.162H
• Wikidata: Q72467151
• Mol file: 5975-12-2.mol

Synonyms:2,4-Dichloro-3-nitropyridine;5975-12-2;2,4-dichloro-3-nitro-pyridine;MFCD09261088;PYRIDINE, 2,4-DICHLORO-3-NITRO-;SCHEMBL202927;2.4-dichloro-3-nitropyridine;DTXSID50441383;RTXYIHGMYDJHEU-UHFFFAOYSA-N;BCP10099;CS-B0103;BBL100953;STL554747;AKOS005256466;PB25128;AC-22842;SY014839;2,4-Dichloro-3-nitropyridine, AldrichCPR;AM20061794;BB 0256882;D5580;FT-0649164;EN300-200515;J-507119;W-204297

Chemical Property of 2,4-Dichloro-3-nitropyridine

Chemical Property:

• Appearance/Colour: Light yellow needles
• Vapor Pressure: 0.005mmHg at 25°C
• Melting Point: 61.5-62 °C
• Refractive Index: 1.603
• Boiling Point: 285.709 °C at 760 mmHg
• PKA: -2.49±0.10(Predicted)
• Flash Point: 126.593 °C
• PSA: 58.71000
• Density: 1.63 g/cm³
• LogP: 2.81980
• Storage Temp.: under inert gas (nitrogen or Argon) at 2–8 °C
• XLogP3: 2.3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 0
• Exact Mass: 191.9493327
• Heavy Atom Count: 11
• Complexity: 161

Purity/Quality:

99%, ^*data from raw suppliers

2,4-Dichloro-3-nitropyridine ^*data from reagent suppliers

Safty Information:

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

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CN=C(C(=C1Cl)[N+](=O)[O-])Cl
• Uses: 2,4-Dichloro-3-nitropyridine is a reactant in the discovery of Imigliptin, a novel selective dipeptidyl peptidase IV (DPP-4) inhibitor used in the treatment of type 2 diabetes.

Technology Process of 2,4-Dichloro-3-nitropyridine

There total 10 articles about 2,4-Dichloro-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: 96.0%

2,4-dihydroxy-3-nitropyridine (89282-12-2) → 2,4-dichloro-3-nitro-pyridine (5975-12-2)

Guidance literature:

With N-ethyl-N,N-diisopropylamine; trichlorophosphate;

Reference yield: 88.0%

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

Guidance literature:

2-hydroxy-3-nitro-4-chloropyridine; With lithium chloride; trichlorophosphate; at 105 ℃; for 2.5h; Industrial scale;

With hydrogenchloride; at 105 ℃; for 1h; Industrial scale;

DOI:10.1021/op400304h

Reference yield: 75.0%

4-hydroxy-3-nitro-2(1H)-pyridone (89282-12-2) → 2,4-dichloro-3-nitro-pyridine (5975-12-2)

Guidance literature:

With trichlorophosphate; for 50h; Heating / reflux;

upstream raw materials:

2,4-dihydroxy-3-nitropyridine

3-deazauracil

4,6-dihydroxy-nicotinic acid

4,6-dihydroxynicotinic acid ethyl ester

Downstream raw materials:

2,4-dichloropyridin-3-ylamine

2,4-diamino-3-nitropyridine

2-chloro-3-nitro-4-[2-(1-triphenylmethyl-4-piperidyl)ethyl]aminopyridine

2-chloro-3-nitro-4-hydroxypyridine

Refernces

• 1、 -. "Substituted benzimidazoles as modulators of Ras signaling". Page/Page column 216-217. . Retrieved 2019/12/25.
• 2、 -. "Dihydropteridin-one derivatives or pharmaceutically acceptable salts thereof, preparation method thereof and pharmaceutical composition for use in preventing or treating PI3 kinase related diseases". Paragraph 0278-0281. . Retrieved 2017/09/12.