2,6-Dichloropyridin-3-amine Chemical Properties

Melting point:

122 °C

Boiling point:

268.76°C (rough estimate)

Density 

1.5462 (rough estimate)

refractive index 

1.6300 (estimate)

storage temp. 

Keep in dark place,Sealed in dry,Room Temperature

solubility 

soluble in Methanol

form 

powder to crystal

pka

-0.01±0.10(Predicted)

color 

White to Gray to Brown

InChI

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

InChIKey

MJVZSRZTBDMYLX-UHFFFAOYSA-N

SMILES

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

CAS DataBase Reference

62476-56-6(CAS DataBase Reference)

NIST Chemistry Reference

3-Amino-2,6-dichloropyridine(62476-56-6)

Safety Information

Hazard Codes 

Xi,Xn

Risk Statements 

36/37/38-43-41-22

Safety Statements 

26-36/37/39-37/39-36-28

RIDADR 

2811

WGK Germany 

3

HazardClass 

IRRITANT

PackingGroup 

Ⅲ

HS Code 

29333990

MSDS

• Language:English Provider:2,6-Dichloro-3-pyridylamine

2,6-Dichloropyridin-3-amine Usage And Synthesis

Chemical Properties

crystal

Uses

2,6-Dichloro-3-pyridinamine is a biochemical reagent that can be used as a biological material or organic compound for life science related research.

Definition

ChEBI: 2,6-Dichloropyridin-3-amine is a chloropyridine.

Synthesis

General procedure for the synthesis of 2,6-dichloro-3-aminopyridine from 2,6-dichloro-3-nitropyridine: To a solution of 2,6-dichloro-3-nitropyridine (100 g, 0.518 mol) in acetic acid (1 L) was added powdered iron (86.49 g, 1.555 mol) in batches. The reaction mixture was stirred at room temperature for 6 hours. The progress of the reaction was monitored by thin layer chromatography (TLC) system (petroleum ether/ethyl acetate = 8:2) to confirm the completion of the reaction. After completion of the reaction, the reaction mixture was concentrated under high vacuum. The crude product was dissolved in water (1 L) and ethyl acetate (EtOAc, 2 L). The pH of the aqueous solution was adjusted to 6.5 using sodium carbonate (Na2CO3) powder under stirring.The mixture was filtered through diatomaceous earth (Celite), the organic layer was separated, dried with anhydrous sodium sulfate and concentrated to give 2,6-dichloro-3-aminopyridine (80 g, 95% yield) as a white solid.1H NMR (400 MHz, DMSO-d6) δppm : 7.14-7.20 (2H, m), 5.78 (2H, s).

Purification Methods

Recrystallise it from water. [Beilstein 22 III/IV 4093.]

References

[1] Patent: WO2014/22349, 2014, A1. Location in patent: Paragraph 00221-00222
[2] Molecules, 2007, vol. 12, # 2, p. 218 - 230
[3] Journal of Organic Chemistry, 2011, vol. 76, # 23, p. 9841 - 9844
[4] Patent: WO2016/103097, 2016, A1. Location in patent: Page/Page column 47
[5] Journal of Heterocyclic Chemistry, 1984, vol. 21, # 3, p. 673 - 679

2,6-Dichloropyridin-3-amine(62476-56-6)Related Product Information

• 2-Chloro-3-pyridinamine
• Dibenzylamine
• 2,6-Dichloropyridine
• Triallylamine
• 3-Aminopyridine
• 2-Chloro-5-chloromethylpyridine
• 2-Aminopyridine
• Clopyralid
• 2,6-Diaminopyridine
• Bis(2-ethylhexyl)amine
• 4-Dimethylaminopyridine
• 2,6-DICHLORO-3-NITRO-4-AMINOPYRIDINE
• 3-Amino-2,6-dichloro-isonicotinic acid ethyl ester
• 2,6-Dichloro-4-methyl-3-aminopyridine
• 3-AMINO-2,6-DICHLORO-4-(TRIFLUOROMETHYL)PYRIDINE
• (3alpha)-3-chloro-Cholest-4-ene
• 2,5-Dichloropyridin-3-amine ,98%,2,5-Dichloropyridin-3-amine, 95+%,2,5-DICHLOROPYRIDIN-3-AMINE
• 2,4,5,6-TETRACHLOROPYRIDIN-3-AMINE