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5-Chloro-2-hydroxy-3-nitropyridine

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5-Chloro-2-hydroxy-3-nitropyridine Basic information
Product Name:5-Chloro-2-hydroxy-3-nitropyridine
Synonyms:5-CHLORO-2-HYDROXY-3-NITROPYRIDINE;5-CHLORO-3-NITROPYRIDIN-2-OL;5-CHLORO-3-NITRO-2-PYRIDINOL;2-hydroxy-3-nitro-5-chloropyridine;5-Chloro-3-nitropyridin-2-ol, 95+%;5-Chloro-2-hydroxy-3-nitropyridine 95+%;5-Chloro-2-hydroxy-3-nitropyridine ,97%;2-Hydroxy-5-chloro-3-nitropyridine
CAS:21427-61-2
MF:C5H3ClN2O3
MW:174.54
EINECS:622-609-6
Product Categories:Heterocycle-Pyridine series;Chloropyridines;Halopyridines;Bases & Related Reagents;Nucleotides;blocks;NitroCompounds;Pyridines;Pyridine
Mol File:21427-61-2.mol
5-Chloro-2-hydroxy-3-nitropyridine Structure
5-Chloro-2-hydroxy-3-nitropyridine Chemical Properties
Melting point 232-236 °C
Boiling point 284.1±40.0 °C(Predicted)
density 1.61±0.1 g/cm3(Predicted)
storage temp. under inert gas (nitrogen or Argon) at 2-8°C
solubility soluble in Dimethylformamide
form powder to crystal
pka6.31±0.10(Predicted)
color Light yellow to Yellow to Green
BRN 383852
InChI1S/C5H3ClN2O3/c6-3-1-4(8(10)11)5(9)7-2-3/h1-2H,(H,7,9)
InChIKeyQVGQNICXNZMXQA-UHFFFAOYSA-N
SMILESOc1ncc(Cl)cc1[N+]([O-])=O
CAS DataBase Reference21427-61-2(CAS DataBase Reference)
Safety Information
Hazard Codes Xi,Xn
Risk Statements 36/37/38-41-37/38-22
Safety Statements 26-36/37/39-39-36-37
WGK Germany 3
HazardClass IRRITANT
HS Code 29337900
Storage Class11 - Combustible Solids
Hazard ClassificationsAcute Tox. 4 Oral
Eye Dam. 1
Skin Irrit. 2
STOT SE 3
MSDS Information
ProviderLanguage
ALFA English
5-Chloro-2-hydroxy-3-nitropyridine Usage And Synthesis
Chemical PropertiesWhite to light brown solid
Uses5-Chloro-2-hydroxy-3-nitropyridine (cas# 21427-61-2) is a compound useful in organic synthesis.
Synthesis
2-Amino-5-chloropyridine

1072-98-6

5-Chloro-2-hydroxy-3-nitropyridine

21427-61-2

Preparation of Example A2 5-chloro-2-hydroxy-3-nitropyridine (STR9): 321 g of 2-amino-5-chloropyridine was slowly added dropwise to 1.25 L of concentrated sulfuric acid with continuous stirring until the raw material was completely dissolved. Subsequently, 172.5 g of sodium nitrite (dissolved in 240 mL of water) was slowly added at 40°C to 45°C and the reaction mixture continued to be stirred for 15 minutes. Next, 125 mL of pure nitric acid was slowly added dropwise over 40 minutes at 50°C. The reaction mixture was maintained at 55°C for 1 hour and then the reaction was quenched by pouring into 5 kg of ice water. The yellow precipitated product was collected by filtration, washed thoroughly with deionized water and dried at 60°C to afford 351 g of 5-chloro-2-hydroxy-3-nitropyridine in 80.5% of the theoretical yield and a melting point of 229°C to 231°C.

References[1] Patent: US5274100, 1993, A
[2] Yakugaku Zasshi, 1952, vol. 72, p. 431
[3] Chem.Abstr., 1953, p. 6404
5-Chloro-2-hydroxy-3-nitropyridine Preparation Products And Raw materials
Raw materialsNitric acid-->2-Amino-5-chloropyridine-->Sulfuric acid-->Sodium nitrite
Preparation Products2-Bromo-5-chloro-3-nitropyridine-->3-Amino-2-bromo-5-chloropyridine
Tag:5-Chloro-2-hydroxy-3-nitropyridine(21427-61-2) Related Product Information
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