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5-Bromo-2-hydroxy-3-nitro-4-picoline

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5-Bromo-2-hydroxy-3-nitro-4-picoline manufacturers

5-Bromo-2-hydroxy-3-nitro-4-picoline Basic information
Product Name:5-Bromo-2-hydroxy-3-nitro-4-picoline
Synonyms:5-Bromo-4-methyl-3-nitro-2-hydroxypyridine;2(1H)-Pyridinone, 5-broMo-4-Methyl-3-nitro-;5-BROMO-4-METHYL-3-NITRO-2(1H)-PYRIDINONE;2-Hydroxy-3-Nitro-5-Bromo-4-Picoline;5-Bromo-2-hydroxy-4-methyl-3-nitropyridine 98%;5-bromo-4-methyl-3-nitro-1H-pyridin-2-one;5-BROMO-2-HYDROXY-3-NITRO-4-PICOLINE-3A;2-Hydroxy-3-nitro-4-methyl-5-bromopyridine
CAS:228410-90-0
MF:C6H5BrN2O3
MW:233.02
EINECS:
Product Categories:Pyridine Series;blocks;Bromides;Pyridines;Pyridine;API intermediates
Mol File:228410-90-0.mol
5-Bromo-2-hydroxy-3-nitro-4-picoline Structure
5-Bromo-2-hydroxy-3-nitro-4-picoline Chemical Properties
Melting point 240-243
Boiling point 298.2±40.0 °C(Predicted)
density 1.84±0.1 g/cm3(Predicted)
storage temp. Sealed in dry,Room Temperature
form solid
pka6.34±0.10(Predicted)
color yellow
InChIInChI=1S/C6H5BrN2O3/c1-3-4(7)2-8-6(10)5(3)9(11)12/h2H,1H3,(H,8,10)
InChIKeyQXPNHVCGSASGIX-UHFFFAOYSA-N
SMILESC1(=O)NC=C(Br)C(C)=C1[N+]([O-])=O
Safety Information
Hazard Codes Xi
Hazard Note Harmful/Irritant/Keep Cold
HS Code 2933399990
MSDS Information
5-Bromo-2-hydroxy-3-nitro-4-picoline Usage And Synthesis
Synthesis
2-Amino-5-bromo-4-methyl-3-nitropyridine

100367-40-6

5-BROMO-2-HYDROXY-3-NITRO-4-PICOLINE

228410-90-0

General procedure for the synthesis of 5-bromo-4-methyl-3-nitro-2(1H)-pyridinone from 2-amino-5-bromo-3-nitro-4-methylpyridine: to a solution of 5-bromo-4-methyl-3-nitro-pyridin-2-amine (28 g, 121 mmol) in water (900 ml) was slowly added concentrated sulfuric acid (28 ml) at 0 °C, followed by batchwise addition of sodium nitrite (20.91 g, 303 mmol). Water (100 ml) was added dropwise to control the reaction temperature. The reaction mixture was stirred at 0°C and then slowly warmed up to room temperature and kept for 2 hours. Subsequently, the reaction mixture was heated to 100 °C and maintained for 4 hours. Upon completion of the reaction, it was cooled to room temperature, the precipitated solid was collected by filtration, washed with water and dried to afford the target product 5-bromo-4-methyl-3-nitro-2(1H)-pyridinone as a light yellow solid (24.0 g, 85% yield). The product was characterized by 1H NMR (400 MHz, DMSO-d6): δ 12.97 (s, 1H), 8.01 (s, 1H), 2.21 (s, 3H); LC/MS analysis showed m/z 233 ([M+H]+).

References[1] Patent: WO2014/125408, 2014, A2. Location in patent: Page/Page column 38
5-Bromo-2-hydroxy-3-nitro-4-picoline Preparation Products And Raw materials
Raw materials2-Amino-5-bromo-4-methyl-3-nitropyridine-->Sodium nitrite-->Sulfuric acid
Tag:5-Bromo-2-hydroxy-3-nitro-4-picoline(228410-90-0) Related Product Information
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