3-AMINO-5-BROMO-2-NITROPYRIDINE Chemical Properties

Boiling point:

404.0±40.0 °C(Predicted)

Density 

1.929±0.06 g/cm3(Predicted)

storage temp. 

Keep in dark place,Inert atmosphere,Room temperature

pka

-3.55±0.25(Predicted)

form 

powder

color 

Very dark yellow

InChI

InChI=1S/C5H4BrN3O2/c6-3-1-4(7)5(8-2-3)9(10)11/h1-2H,7H2

InChIKey

GOXZJSIRAHNQQG-UHFFFAOYSA-N

SMILES

C1([N+]([O-])=O)=NC=C(Br)C=C1N

Safety Information

HS Code 

2933399990

3-AMINO-5-BROMO-2-NITROPYRIDINE Usage And Synthesis

Uses

3-Amino-5-bromo-2-nitropyridine is an organic intermediate that can be prepared from 3-amino-5-bromopyridine as a raw material by first protecting the amino group, then nitrifying, and finally deprotecting.

Synthesis

General procedure for the synthesis of 3-amino-5-bromo-2-nitropyridine from ethyl (5-bromo-2-nitropyridin-3-yl)carbamate: to a solution of ethyl (5-bromo-2-nitropyridin-3-yl)carbamate (1.5 g, 5.2 mmol) in tetrahydrofuran (10 ml) was added a solution of potassium hydroxide (582 mg, 10.4 mmol) in water (5.0 ml) solution and the reaction mixture was stirred at 90°C overnight. After completion of the reaction, water was added to the mixture and precipitate was precipitated, the precipitate was collected by filtration, washed with water and then dried under reduced pressure to give 3-amino-5-bromo-2-nitropyridine (1.1 g, 95% yield).

References

[1] Patent: US2014/128391, 2014, A1. Location in patent: Paragraph 0226; 0231; 0232
[2] Patent: US2004/82583, 2004, A1
[3] Patent: US9242996, 2016, B2. Location in patent: Page/Page column 82; 83
[4] Bioorganic and Medicinal Chemistry Letters, 2010, vol. 20, # 19, p. 5913 - 5917
[5] Patent: WO2017/7756, 2017, A1. Location in patent: Paragraph 224

3-AMINO-5-BROMO-2-NITROPYRIDINE(433226-05-2)Related Product Information

• 2-Nitro-3-pyridinamine
• 5-Bromo-2-nitropyridine
• 3-AMINO-5-BROMO-2-NITROPYRIDINE