2,3-Diamino-4-chloropyridine Chemical Properties

Melting point:

>158°C (dec.)

Boiling point:

314.0±37.0 °C(Predicted)

Density 

1.447±0.06 g/cm3(Predicted)

storage temp. 

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

solubility 

Chloroform (Slightly, Sonicated), DMSO (Slightly), Ethyl Acetate (Slightly, Sonicated)

pka

5.68±0.47(Predicted)

form 

Solid

color 

Pale Grey to Light Beige

InChI

InChI=1S/C5H6ClN3/c6-3-1-2-9-5(8)4(3)7/h1-2H,7H2,(H2,8,9)

InChIKey

APGDUAJEMRMIJU-UHFFFAOYSA-N

SMILES

C1(N)=NC=CC(Cl)=C1N

Safety Information

RIDADR 

UN2671

HS Code 

2933399990

2,3-Diamino-4-chloropyridine Usage And Synthesis

Synthesis

The general procedure for the synthesis of 2,3-diamino-4-chloropyridine from 2-amino-3-nitro-4-chloropyridine was as follows: 2-amino-3-nitro-4-chloropyridine (2 g, 11.52 mmol, 1.00 equiv) was dissolved in a mixture of 20 mL of solvent of n-propanol and water in a 100 mL round bottom flask. Iron powder (3.23 g, 57.84 mmol, 5.02 eq.) and ammonium chloride (3.06 g, 57.21 mmol, 4.96 eq.) were sequentially added to the reaction system at room temperature. The reaction mixture was stirred at 70 °C for 2 hours. Upon completion of the reaction, the mixture was cooled to room temperature and thermally filtered through a diatomaceous earth pad. The filtrate was concentrated under reduced pressure to afford the target product 2,3-diamino-4-chloropyridine (1.6 g, 97% yield) as a black solid.

References

[1] Patent: US2016/96834, 2016, A1. Location in patent: Paragraph 0322
[2] Patent: WO2014/128465, 2014, A1. Location in patent: Page/Page column 54; 55
[3] Bioorganic and Medicinal Chemistry Letters, 2007, vol. 17, # 23, p. 6567 - 6571
[4] Patent: US5298518, 1994, A
[5] Bioorganic and Medicinal Chemistry, 2015, vol. 23, # 15, p. 4344 - 4353

2,3-Diamino-4-chloropyridine(24484-98-8)Related Product Information

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