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2-Bromo-5-ethoxypyridine

2-Bromo-5-ethoxypyridine Suppliers list
Company Name: Capot Chemical Co., Ltd  
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2-Bromo-5-ethoxypyridine Basic information
Product Name:2-Bromo-5-ethoxypyridine
Synonyms:Pyridine, 2-bromo-5-ethoxy-;2-Bromo-5-ethoxypyridine
CAS:42834-01-5
MF:C7H8BrNO
MW:202.05
EINECS:
Product Categories:Pyridine
Mol File:42834-01-5.mol
2-Bromo-5-ethoxypyridine Structure
2-Bromo-5-ethoxypyridine Chemical Properties
Melting point 49-49.5 °C
Boiling point 107 °C(Press: 33 Torr)
density 1.449±0.06 g/cm3(Predicted)
storage temp. under inert gas (nitrogen or Argon) at 2-8°C
form crystalline solid
pka-2.22±0.10(Predicted)
color White
Safety Information
HS Code 2933399990
MSDS Information
2-Bromo-5-ethoxypyridine Usage And Synthesis
Synthesis
2-Bromo-5-hydroxypyridine

55717-45-8

Iodoethane

75-03-6

2-BROMO-5-ETHOXYPYRIDINE

42834-01-5

Sodium hydride (60% dispersed in mineral oil, 0.644 g, 16.09 mmol) was added batchwise to a solution of N,N-dimethylformamide (DMF, 20 mL) of 6-bromopyridin-3-ol (2.0 g, 11.49 mmol) at room temperature and the reaction mixture was stirred for 30 min at 0 °C. Subsequently, iodoethane (1.858 mL, 22.99 mmol) was slowly added dropwise and the reaction mixture was continued to be stirred at room temperature for 3.5 hours. Upon completion of the reaction, the reaction was quenched by adding water to the mixture and the organic phase was extracted with ethyl acetate. The combined organic layers were washed sequentially with water and saturated saline, dried over anhydrous magnesium sulfate and concentrated under reduced pressure to remove the solvent. The crude product was purified by silica gel column chromatography (eluent: hexane-ethyl acetate gradient elution) to afford 2-bromo-5-ethoxypyridine (2.32 g, 100% yield). The product was characterized by 1H-NMR (CDCl3): δ 8.03 (1H, d, J = 2.75 Hz), 7.35 (1H, d, J = 8.69 Hz), 7.07 (1H, dd, J = 8.62, 2.97 Hz), 4.05 (2H, q, J = 6.91 Hz), 1.43 (3H, t, J = 6.94 Hz).

References[1] Patent: EP2752410, 2014, A1. Location in patent: Paragraph 0441-0443
[2] Patent: WO2012/74126, 2012, A1. Location in patent: Page/Page column 335; 336
2-Bromo-5-ethoxypyridine Preparation Products And Raw materials
Raw materials2-Bromo-5-hydroxypyridine-->Iodoethane-->Sodium hydride-->N,N-Dimethylformamide
Tag:2-Bromo-5-ethoxypyridine(42834-01-5) Related Product Information
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