2,3-DIBROMO-5-NITRO PYRIDINE Chemical Properties

Melting point:

78℃

Boiling point:

311℃

Density 

2.221

Flash point:

142℃

storage temp. 

under inert gas (nitrogen or Argon) at 2-8°C

pka

-5.60±0.20(Predicted)

Appearance

Off-white to yellow Solid

Safety Information

Hazard Codes 

Xn

Risk Statements 

20/21/22-36/37/38

Safety Statements 

26-36

HS Code 

2933399990

2,3-DIBROMO-5-NITRO PYRIDINE Usage And Synthesis

Uses

2,3-Dibromo-5-nitropyridine

Synthesis

Using 3-bromo-5-nitropyridin-2-ol (9.13 mmol, 2 g) as starting material, 2,3-dibromo-5-nitropyridine (2.23 g, 87% yield) was obtained by the reaction according to the synthesis of Intermediate 2 (Step B). The product was characterized by 1H NMR (300 MHz, CDCl3): δ 8.48-8.84 (m, 1H), 8.94-9.31 (m, 1H). eSI/MS analysis showed m/e of 267 [(M-I)? , 100]. Synthesis of intermediate 7 (Method 2): 6-(3-methoxyphenyl)-5-phenylpyridin-3-amine. Step A: 3-bromo-5-nitropyridin-2-ol, POBr3 and PBr3 were heated and reacted at 120 °C for 3.5 hours. After completion of the reaction, the crude product was poured into an ice-water mixture and extracted with dichloromethane (DCM). The crude product was purified by fast chromatography on SiO2, eluting using a solvent mixture of hexane/ethyl acetate to give 2.63 g of the target product (73% yield). The 1H NMR (300 MHz, DMSO-d6) data of the product were: δ 8.95 (s, 1H), 9.18 (s, 1H).

References

[1] Patent: WO2009/21696, 2009, A1. Location in patent: Page/Page column 42; 45
[2] Journal of the American Chemical Society, 1955, vol. 77, p. 6053
[3] Patent: WO2016/46782, 2016, A1. Location in patent: Page/Page column 123; 124
[4] Patent: US9604978, 2017, B2. Location in patent: Page/Page column 254

2,3-DIBROMO-5-NITRO PYRIDINE(15862-36-9)Related Product Information

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