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2-Amino-3-bromo-5-nitropyridine

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2-Amino-3-bromo-5-nitropyridine manufacturers

2-Amino-3-bromo-5-nitropyridine Basic information
Product Name:2-Amino-3-bromo-5-nitropyridine
Synonyms:AURORA KA-367;2-Amino-3-bromo-5-nitropyridine 98%;2-PYRIDINAMINE, 3-BROMO-5-NITRO-;2-AMINO-3-BROMO-5-NITROPYRIDINE;2-Amino-3-bromo-5-nitropyridine,98%;2-AMino-3-broMo-5-nitropyridine, 98% 1GR;3-Bromo-5-nitro-pyridin-2-ylamine;2-Amino-3-bromo-5-nitropyridine ISO 9001:2015 REACH
CAS:15862-31-4
MF:C5H4BrN3O2
MW:218.01
EINECS:689-323-1
Product Categories:amine| alkyl bromide| nitro-compound;Boronic Acid;Amino-pyridine series;Amines;blocks;Bromides;Pyridines;Pyridine
Mol File:15862-31-4.mol
2-Amino-3-bromo-5-nitropyridine Structure
2-Amino-3-bromo-5-nitropyridine Chemical Properties
Melting point 215-219 °C
Boiling point 347.3±37.0 °C(Predicted)
density 1.9128 (rough estimate)
refractive index 1.6200 (estimate)
storage temp. Keep in dark place,Inert atmosphere,Room temperature
pka0.06±0.49(Predicted)
form Powder
color Beige to orange-brown
InChIInChI=1S/C5H4BrN3O2/c6-4-1-3(9(10)11)2-8-5(4)7/h1-2H,(H2,7,8)
InChIKeyOFXNHXMPRZDIDM-UHFFFAOYSA-N
SMILESC1(N)=NC=C([N+]([O-])=O)C=C1Br
CAS DataBase Reference15862-31-4(CAS DataBase Reference)
Safety Information
Hazard Codes Xi
Risk Statements 36/37/38
Safety Statements 37/39-26-36
HazardClass IRRITANT
HS Code 29333990
MSDS Information
ProviderLanguage
ACROS English
2-Amino-3-bromo-5-nitropyridine Usage And Synthesis
Chemical PropertiesBeige to orange-brown powder
Uses2-Amino-3-bromo-5-nitropyridine is a useful intermediate for organic synthesis.
Synthesis
2-Amino-5-nitropyridine

4214-76-0

2-Amino-3-bromo-5-nitropyridine

15862-31-4

Step a: Bromine (38 g, 0.24 mol) was slowly added dropwise to a solution of 2-amino-5-nitropyridine (30 g, 0.22 mol) in acetic acid (200 mL) at 10 °C. After the dropwise addition was completed, the reaction mixture was warmed to 20 °C and stirring was continued for 30 min. Upon completion of the reaction, the solid product was collected by filtration and dissolved in ethyl acetate (200 mL). The pH of the mixture was adjusted to 8-9 with saturated aqueous sodium bicarbonate. the organic layer was separated and the aqueous layer was extracted with ethyl acetate (100 mL x 3). The organic layers were combined, washed sequentially with water and brine, dried over anhydrous sodium sulfate, and concentrated under reduced pressure to give 2-amino-3-bromo-5-nitropyridine (14.8 g, 32% yield). The product was characterized by 1H-NMR (CDCl3,400MHz): δ 8.94 (d, J=2.4Hz, 1H), 8.50 (d, J=2.4Hz, 1H), 5.67 (brs, 2H).

References[1] Patent: US2009/253736, 2009, A1. Location in patent: Page/Page column 25
[2] Bioorganic and Medicinal Chemistry, 2017, vol. 25, # 14, p. 3853 - 3860
[3] Zhurnal Russkago Fiziko-Khimicheskago Obshchestva, 1920, vol. 50, p. 494
[4] Chem. Zentralbl., 1923, vol. 94, # III, p. 1021
[5] Zhurnal Obshchei Khimii, 1940, vol. 10, p. 1827,1836
2-Amino-3-bromo-5-nitropyridine Preparation Products And Raw materials
Raw materialsBromine-->Fuming sulfuric acid-->2-Amino-5-nitropyridine-->Ethyl acetate-->Sodium bicarbonate
Tag:2-Amino-3-bromo-5-nitropyridine(15862-31-4) Related Product Information
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