2-Amino-3,5-dichloropyridine Chemical Properties

Melting point:

81-83 °C(lit.)

Boiling point:

268.76°C (rough estimate)

Density 

1.5462 (rough estimate)

refractive index 

1.6300 (estimate)

storage temp. 

Keep in dark place,Inert atmosphere,Room temperature

form 

Powder or Crystals

pka

2.43±0.10(Predicted)

color 

Off-white to pink to beige

Water Solubility 

insoluble

BRN 

119376

InChI

InChI=1S/C5H4Cl2N2/c6-3-1-4(7)5(8)9-2-3/h1-2H,(H2,8,9)

InChIKey

OCWBGKZFOYMCCN-UHFFFAOYSA-N

SMILES

C1(N)=NC=C(Cl)C=C1Cl

CAS DataBase Reference

4214-74-8(CAS DataBase Reference)

Safety Information

Hazard Codes 

Xi

Risk Statements 

36/37/38-20/21/22

Safety Statements 

26-36-37/39-28A-45-24/25

RIDADR 

UN2811

WGK Germany 

3

HazardClass 

IRRITANT

HS Code 

29333990

MSDS

• Language:English Provider:2-Amino-3,5-dichloropyridine
• Language:English Provider:SigmaAldrich
• Language:English Provider:ACROS
• Language:English Provider:ALFA

2-Amino-3,5-dichloropyridine Usage And Synthesis

Chemical Properties

LIGHT BEIGE TO GREY CRYSTALLINE POWDER OR FLAKES

Uses

3,5-Dichloropyridin-2-amine can be used as herbicidal active substances.

Synthesis

General procedure for the synthesis of 2-amino-3,5-dichloropyridine from 2-amino-5-chloropyridine: 5500 mL of a solvent mixture of DMF and methanol with a volume ratio of 2.5:1 was added to a 10L three-necked round-bottomed flask, a thermometer was mounted and configured with condensation reflux device, and a magnetic stirrer was started. 2560.8 g of 2-amino-5-chloropyridine and 6118.4 g of N-chlorosuccinimide were added sequentially, and the reaction mixture was stirred at 45 °C for 2.5 hours. The reaction progress was monitored by TLC and GC until the reaction was complete. After completion of the reaction, the solvent was removed by distillation to obtain the crude product, which was purified by recrystallization with ethanol to afford the target compound 2-amino-3,5-dichloropyridine. The product was dried in 70.5% yield and 98.20% purity (GC analysis).

References

[1] European Journal of Organic Chemistry, 2012, # 28, p. 5595 - 5604
[2] Patent: CN104016908, 2016, B. Location in patent: Paragraph 0027; 0028
[3] Zhurnal Russkago Fiziko-Khimicheskago Obshchestva, 1928, vol. 60, p. 689
[4] Chem. Zentralbl., 1928, vol. 99, # II, p. 1671

2-Amino-3,5-dichloropyridine(4214-74-8)Related Product Information

• 3-Aminophenol
• 3-Aminopyridine
• 3-Hydroxypyridine
• 2,3-Dichloropyridine
• Glycine
• 6-Aminocaproic acid
• 2,5-Dichloropyridine
• 4-Dimethylaminopyridine
• 2-Chloro-3-cyanopyridine
• 2-Aminopyridine
• ALTRENOGEST
• Clopyralid
• 2,5-Diaminopyridine
• 3,5-Dichloropyridine
• 2-Chloro-5-chloromethylpyridine
• Tris(hydroxymethyl)aminomethane
• 2-AMINO-3,5-DICHLORO-6-METHYLPYRIDINE
• (3,5-DICHLORO-PYRIDIN-2-YL)-HYDRAZINE