2-Amino-3-nitropyridine Chemical Properties

Melting point:

163-165 °C (lit.)

Boiling point:

255.04°C (rough estimate)

Density 

1.4551 (rough estimate)

refractive index 

1.5900 (estimate)

Flash point:

167 °C

storage temp. 

Keep in dark place,Inert atmosphere,Room temperature

solubility 

3g/l

form 

Crystalline Powder and Needles

pka

2.40±0.36(Predicted)

color 

Yellow

BRN 

124468

InChIKey

BPYHGTCRXDWOIQ-UHFFFAOYSA-N

CAS DataBase Reference

4214-75-9(CAS DataBase Reference)

NIST Chemistry Reference

2-Amino-3-nitropyridine(4214-75-9)

Safety Information

Hazard Codes 

Xi

Risk Statements 

36/37/38

Safety Statements 

26-36

WGK Germany 

3

F 

8-23

HazardClass 

IRRITANT

HS Code 

29333999

MSDS

• Language:English Provider:3-Nitro-2-pyridinamine
• Language:English Provider:SigmaAldrich
• Language:English Provider:ACROS
• Language:English Provider:ALFA

2-Amino-3-nitropyridine Usage And Synthesis

Chemical Properties

yellow Cryst

Uses

2-Amino-3-nitropyridine is a herbicide and functions in plant growth-promoting activity. It also functions as an intermediate in the preparation of N-(pyridinyl)benzenesulfonamides with antibacterial and antifungal activities.

General Description

2-Amino-3-nitropyridine functionalizes Wang resin via a carbamate linkage.

Synthesis

General procedure for the synthesis of 2-amino-3-nitropyridine from 2-chloro-3-nitropyridine: 1. 2-chloro-3-nitropyridine (4 g, 25.23 mmol) was added to a sealed tube. 2. ammonia solution (8.57 g, 504.6 mmol) was added to the sealed tube. 3. The reaction mixture was heated to 90 °C and the reaction was stirred at this temperature for 16 hours. 4. After completion of the reaction, the reaction mixture was cooled to 0 °C. 5. The product was separated by filtration to give 3-nitropyridin-2-amine (3.4 g, 97% yield) as a yellow solid. 6. 6. Product characterization data: 1HNMR (400 MHz, DMSO-d6): δ 6.74 (m, 1H), 7.87 (s, 2H), 8.38 (m, 2H). MS m/z (M + H): 140.3.

References

[1] Patent: WO2014/149164, 2014, A1. Location in patent: Paragraph 001189
[2] Journal of Heterocyclic Chemistry, 1986, vol. 23, # 3, p. 669 - 672
[3] Bioorganic and Medicinal Chemistry Letters, 2008, vol. 18, # 5, p. 1696 - 1701

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