5470-18-8

Basic information

• Product Name: 2-Chloro-3-nitropyridine
• Synonyms: 2-Chloro-3-nitropyridine, 99+%;2-CHLORO-3-NITROPYRIDINE 2-CHLORO-3-NITROPYRIDINE;2-Chloro-3-nitropyridine ,98%;2-Chloro-3-nitropyri;2-Chloro-3-nitropyridine, 99+% 25GR;2-Chrolo-3-nitropyridin;Chloro-3-nitropyrid;2-Chloro-3-nitropyridine≥ 98% (Assay)
• CAS NO: 5470-18-8
• Molecular Formula: C₅H₃ClN₂O₂
• Molecular Weight: 158.54
• EINECS: 226-799-8
• Product Categories: FINE Chemical & INTERMEDIATES;Pyridine;Pyridines, Pyrimidines, Purines and Pteredines;Pyridines;Chloropyridines;Halopyridines;C5Heterocyclic Building Blocks;Halogenated Heterocycles;Heterocyclic Building Blocks;pyridine series;Building Blocks;C5;Chemical Synthesis;Halogenated Heterocycles;Heterocyclic Building Blocks;nitro-compound | alkyl chloride
• Mol File: 5470-18-8.mol
• Article Data: 6

Chemical Properties

• Melting Point: 100-103 °C(lit.)
• Boiling Point: 260.3 °C at 760 mmHg
• Flash Point: 185°C
• Appearance: Yellow/Crystalline Powder
• Density: 1.6616 (rough estimate)
• Refractive Index: 1.454-1.456
• Storage Temp.: Room temperature.
• PKA: -2.60±0.10(Predicted)
• Water Solubility: Insoluble in water
• BRN: 124482
• CAS DataBase Reference: 2-Chloro-3-nitropyridine(CAS DataBase Reference)
• NIST Chemistry Reference: 2-Chloro-3-nitropyridine(5470-18-8)
• EPA Substance Registry System: 2-Chloro-3-nitropyridine(5470-18-8)

Safety Data

• Hazard Codes: Xn,Xi
• Statements: 20/22-36/37/38-22
• Safety Statements: 22-24/25-37/39-26-36
• RIDADR: UN 2811
• WGK Germany: 3
• TSCA: T
• HazardClass: IRRITANT
• PackingGroup: Ⅲ
• Hazardous Substances Data: 5470-18-8(Hazardous Substances Data)

Usage

Chemical Properties

yellow crystalline powder

Purification Methods

It forms needles from H2O. Purify it by continuous sublimation over a period of 2 weeks at 50-60o/0.1mm [Barlin J Chem Soc 2150 1964]. The N-oxide has m 100o(from CH2Cl2/Et2O). [Taylor & Driscoll J Org Chem 25 1716 1960, Ochiai & Kaneko Chem Pharm Bull Jpn 8 28 1960, Beilstein 20/5 V 451.]

InChI:InChI=1/C5H3ClN2O2/c6-5-4(8(9)10)2-1-3-7-5/h1-3H

Upstream product

• 4214-75-9 2-amino-3-nitropyridine 
• 6332-56-5 2-hydroxy-3-nitropyridine 
• 111301-96-3 2-(benzyloxy)-3-nitropyridine 
• 6332-56-5 3-nitropyridone 
• 59290-85-6 3-nitropyridine-2-carboxylic acid 
• 142-08-5 2-hydroxypyridin 
• 142-08-5 2-Pyridone 
• 7647-01-0 hydrogenchloride 
• 20265-35-4 2-methoxy-3-nitropyridine 
• 31594-44-2 2-ethoxy-3-nitro-pyridine 
• 2403-01-2 3-nitropyridine N-oxide 

Downstream Products

• 58443-06-4 2-propoxy-[3]pyridylamine 
• 76893-44-2 3-nitropyridine-2-phenyl ether 
• 790704-35-7 3-nitro-2-(2-nitro-phenoxy)-pyridine 
• 229620-56-8 2-(4-nitrophenoxy)-3-nitropyridine 
• 54696-60-5 3-nitro-N-(p-tolyl)pyridin-2-amine 
• 34949-41-2 3-nitro-2-phenylaminopyridine 
• 26820-31-5 3-nitro-2-((4-chlorophenyl)thio)pyridine 
• 200930-68-3 3-nitro-2-(4-nitrophenylsulfanyl)pyridine 
• 54696-64-9 (3-nitro-[2]pyridyl)-m-tolyl-amine 
• 54696-67-2 2-o-toluidino-3-nitropyridine 
• 89154-04-1 2-(methylphenylamino)-3-nitropyridine 
• 107618-61-1 acetic acid-[4-(3-nitro-[2]pyridylmercapto)-anilide] 
• 6298-19-7 2-chloro-3-aminopyridine 
• 20265-38-7 3-amino-2-methoxypyridine 

Relevant articles and documents

Transition-metal-free decarboxylative halogenation of 2-picolinic acids with dihalomethane under oxygen conditions

A convenient and efficient method for the synthesis of 2-halogen-substituted pyridines is described. The decarboxylative halogenation of 2-picolinic acids with dihalomethane proceeded smoothly via N-chlorocarbene intermediates to afford 2-halogen-substituted pyridines in satisfactory to excellent yields under transition-metal-free conditions. This new type of decarboxylative halogenation is operationally simple and exhibits high functional-group tolerance.

Synthesis and evaluation of 8-amino-[1,2,4]triazolo[4,3-a]pyridin-3(2H)-one derivatives as glycogen synthase kinase-3 (GSK-3) inhibitors

New potent glycogen synthase kinase-3 (GSK-3) inhibitors, 8-amino-[1,2,4]triazolo[4,3-a]pyridin-3(2H)-one derivatives, were designed by modeling, synthesized and evaluated in vitro. Compound 17c showed good potency in enzyme and cell-based assays (IC50 = 111 nM, EC50 = 1.78 μM). Moreover, it has demonstrated desirable water solubility, PK profile, and moderate brain penetration.

Substituent Effect on the Chlorination of 2-Alkoxypyridines to give 2-Chloropyridines under Vilsmeier-Haack Conditions

Various substituted 2-alkoxypyridines were converted into the corresponding 2-chloropyridines in 28-91% yields by use of POCl3 and DMF, in which the methyl, halogen, ester and nitro groups displayed an activating effect; in contrast, an amino group exhibited a deactivating effect.