4-AMINO-3,5-DINITROPYRIDINE

4-AMINO-3,5-DINITROPYRIDINE Property

Melting point:

168-169℃

Boiling point:

402.3±40.0 °C(Predicted)

Density 

1.694

storage temp. 

2-8°C, protect from light

pka

0.78±0.24(Predicted)

Appearance

Light yellow to yellow Solid

Safety

Risk Statements 

23/24/25-33

Safety Statements 

28-37-45

RIDADR 

1596

HS Code 

29333990

Hazard and Precautionary Statements (GHS)

Symbol(GHS)

Signal word

Danger

Hazard statements

H315Causes skin irritation

H319Causes serious eye irritation

H341Suspected of causing genetic defects

H412Harmful to aquatic life with long lasting effects

Precautionary statements

P201Obtain special instructions before use.

P202Do not handle until all safety precautions have been read and understood.

P261Avoid breathing dust/fume/gas/mist/vapours/spray.

P264Wash hands thoroughly after handling.

P264Wash skin thouroughly after handling.

P270Do not eat, drink or smoke when using this product.

P271Use only outdoors or in a well-ventilated area.

P273Avoid release to the environment.

P280Wear protective gloves/protective clothing/eye protection/face protection.

P308+P313IF exposed or concerned: Get medical advice/attention.

P403+P233Store in a well-ventilated place. Keep container tightly closed.

P405Store locked up.

P501Dispose of contents/container to..…

4-AMINO-3,5-DINITROPYRIDINE Chemical Properties,Usage,Production

Chemical Properties

Yellow solid

Synthesis

Example 1 Synthesis of 3,5-dinitropyridin-4-ylamine (2). H2SO4 (20 mL) was cooled to 0°C in an ice bath. 4-Aminopyridine 1 (4.84 g, 51.5 mmol) was slowly added to the acid. Fuming nitric acid (2.7 mL) was added dropwise, ensuring that the reaction temperature was maintained below 10 °C. The mixture was slowly warmed to room temperature over a period of 1 hour. Subsequently, the mixture was heated to 85 °C and another portion of fuming nitric acid (2.7 mL) was slowly added. After 30 minutes of reaction, the mixture was cooled to room temperature. The acidic mixture was neutralized with Na2CO3 and extracted several times with ethyl acetate. The combined ethyl acetate extracts were dried with MgSO4 and subsequently concentrated on a rotary evaporator to give the title product 2 as an orange oil (7.1 g, 75% yield, 38.6 mmol).1H NMR (DMSO-d6): δ 9.21 (s, 2H), 8.73 (bs, 2H).MS (ESI-POS): [M + H]+ = 185.

References

[1] Patent: US2006/189616, 2006, A1. Location in patent: Page/Page column 13; 19
[2] Bioorganic and Medicinal Chemistry Letters, 2010, vol. 20, # 8, p. 2512 - 2515
[3] Synthesis, 2011, # 5, p. 794 - 806
[4] Chemische Berichte, 1924, vol. 57, p. 1183
[5] Journal of the American Chemical Society, 1957, vol. 79, p. 6421,6423,6424