2,4-Dichloro-3-nitropyridine
- Product Name
- 2,4-Dichloro-3-nitropyridine
- CAS No.
- 5975-12-2
- Chemical Name
- 2,4-Dichloro-3-nitropyridine
- Synonyms
- 0/2/75;4-dichloro-3-nitro-;4-Dichloro-3-nitropyridine;2,4-dichloronitro pyridine;2,4-Dichloro-3-nitropyridine;2,4-Dichloro-3-nitropyridine-2;Pyridine, 2,4-dichloro-3-nitro-;2,4-Dichloro-3-nitropyridine 98%;2,4-Dichloro-3-nitropyridine ISO 9001：2015 REACH
- CBNumber
- CB5967311
- Molecular Formula
- C5H2Cl2N2O2
- Formula Weight
- 192.99
- MOL File
- 5975-12-2.mol
2,4-Dichloro-3-nitropyridine Property
- Melting point:
- 61.5-62 °C
- Boiling point:
- 285.7±35.0 °C(Predicted)
- Density
- 1.629±0.06 g/cm3(Predicted)
- storage temp.
- under inert gas (nitrogen or Argon) at 2–8 °C
- form
- powder to crystal
- pka
- -2.49±0.10(Predicted)
- color
- White to Orange to Green
- InChI
- InChI=1S/C5H2Cl2N2O2/c6-3-1-2-8-5(7)4(3)9(10)11/h1-2H
- InChIKey
- RTXYIHGMYDJHEU-UHFFFAOYSA-N
- SMILES
- C1(Cl)=NC=CC(Cl)=C1[N+]([O-])=O
Hazard and Precautionary Statements (GHS)
- Symbol(GHS)
-
- Signal word
- Danger
- Hazard statements
-
H225Highly Flammable liquid and vapour
H315Causes skin irritation
H319Causes serious eye irritation
H335May cause respiratory irritation
- Precautionary statements
-
P261Avoid breathing dust/fume/gas/mist/vapours/spray.
P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.
N-Bromosuccinimide Price
- Product number
- D5580
- Product name
- 2,4-Dichloro-3-nitropyridine
- Purity
- >98.0%(GC)
- Packaging
- 5g
- Price
- $32
- Updated
- 2025/07/31
- Product number
- D5580
- Product name
- 2,4-Dichloro-3-nitropyridine
- Purity
- >98.0%(GC)
- Packaging
- 25g
- Price
- $110
- Updated
- 2025/07/31
- Product number
- D436695
- Product name
- 2,4-Dichloro-3-nitropyridine
- Packaging
- 500mg
- Price
- $50
- Updated
- 2021/12/16
- Product number
- D436695
- Product name
- 2,4-Dichloro-3-nitropyridine
- Packaging
- 1g
- Price
- $60
- Updated
- 2021/12/16
- Product number
- D436695
- Product name
- 2,4-Dichloro-3-nitropyridine
- Packaging
- 50g
- Price
- $525
- Updated
- 2021/12/16
2,4-Dichloro-3-nitropyridine Chemical Properties,Usage,Production
Description
2,4-Dichloro-3-nitropyridine is a halogenated pyridinium salt that has been shown to inhibit the influenza virus in vitro. This compound is also reactive with nucleophilic groups such as amines, alcohols, and thiols. 2,4-Dichloro-3-nitropyridine has been used for the synthesis of quinoline derivatives that have potential applications in autoimmune diseases or cancer. 2,4-Dichloro-3-nitropyridine has also been found to be an inhibitor of tumor necrosis factor alpha (TNFα) production by LPS stimulated human monocytes.
Chemical Properties
Light yellow needles
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.
Synthesis
89282-12-2
5975-12-2
The general procedure for the synthesis of 2,4-dichloro-3-nitropyridine from 4-hydroxy-3-nitropyridin-2(1H)-one is as follows: Method A: Synthesis of 2,4-dichloro-3-nitropyridine: 15.0 g (96.2 mmol, 1.0 eq.) of 2,4-dihydroxy-3-nitropyridine was suspended in 200 mL of phosphorochloride and the reaction was heated at 90 °C for 20 hrs. Upon completion of the reaction, the mixture was cooled to room temperature and the volume was concentrated to about 50 mL by reduced pressure distillation.The concentrated residue was carefully poured into about 300 mL of ice water and subsequently extracted with ethyl acetate (3 x 150 mL). The organic phases were combined, dried over anhydrous sodium sulfate and concentrated under reduced pressure to remove the solvent. The residue was redissolved in 30 mL of ethyl acetate and 30 mL of hexane was added. The product was separated by silica gel column chromatography with 50% ethyl acetate/hexane as eluent to give 17.4 g (90.2 mmol, 94% yield) of 2,4-dichloro-3-nitropyridine (V) as a colorless crystalline solid.
References
[1] Patent: US6307054, 2001, B1
[2] Patent: WO2010/8775, 2010, A1. Location in patent: Page/Page column 19-20
[3] Patent: EP1221444, 2002, A1
[4] Bioorganic and Medicinal Chemistry Letters, 2012, vol. 22, # 15, p. 4986 - 4989
[5] Patent: US2014/94456, 2014, A1. Location in patent: Paragraph 0713-0714
2,4-Dichloro-3-nitropyridine Preparation Products And Raw materials
Raw materials
Preparation Products
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View Lastest Price from 2,4-Dichloro-3-nitropyridine manufacturers
- Product
- 2,4-Dichloro-3-nitropyridine 5975-12-2
- Price
- US $1.10/g
- Min. Order
- 1g
- Purity
- 99.00%
- Supply Ability
- 100 Tons min
- Release date
- 2021-09-08
- Product
- 2,4-Dichloro-3-nitropyridine 5975-12-2
- Price
- US $1.00/KG
- Min. Order
- 1KG
- Purity
- 99%
- Supply Ability
- 25kg
- Release date
- 2019-07-12