4-Amino-2-picoline Chemical Properties

Melting point:

93-97 °C

Boiling point:

143°C/9mmHg(lit.)

Density 

1.068±0.06 g/cm3(Predicted)

storage temp. 

Keep in dark place,Inert atmosphere,Room temperature

solubility 

Soluble in methanol.

pka

9?+-.0.30(Predicted)

form 

Powder

color 

Tan

CAS DataBase Reference

18437-58-6(CAS DataBase Reference)

Safety Information

Hazard Codes 

Xn,T,Xi

Risk Statements 

22-37/38-41-36/37/38-20/21/22

Safety Statements 

26-36/39-36

WGK Germany 

3

Hazard Note 

Harmful

HazardClass 

IRRITANT, TOXIC

HS Code 

29333990

MSDS

• Language:English Provider:SigmaAldrich

4-Amino-2-picoline Usage And Synthesis

Chemical Properties

Light yellow Cryst

Uses

4-Amino-2-methylpyridine is used to prepare 2-methyl-pyridin-4-ol; nitrate at 20°C.

Synthesis

General procedure for the synthesis of 2-methyl-4-aminopyridine from 2-methyl-4-nitropyridine-N-oxide: 2-methyl-4-nitropyridine-N-oxide (5 g, 32.4 mmol) and iron powder (18.1 g, 324 mmol) were mechanically stirred for 3 hours in acetic acid (300 mL) at 70 °C. After completion of the reaction, the mixture was cooled to room temperature and concentrated under vacuum. The pH of the residue was adjusted to greater than 10 with aqueous NaOH, taking care to use a minimum amount of water. The reaction mixture was transferred to a liquid-liquid extractor and continuously extracted with chloroform for 12 hours. The organic layer was separated and dried over anhydrous sodium sulfate and subsequently concentrated in vacuum to afford the target product 4-amino-2-methylpyridine (3.5 g, >99% yield).

References

[1] Patent: WO2004/14913, 2004, A2. Location in patent: Page 81
[2] Patent: EP1403252, 2004, A1. Location in patent: Page 8
[3] Patent: WO2005/30213, 2005, A1. Location in patent: Page/Page column 166
[4] Patent: WO2008/57497, 2008, A2. Location in patent: Page/Page column 292
[5] Patent: WO2007/89669, 2007, A2. Location in patent: Page/Page column 203

4-Amino-2-picoline(18437-58-6)Related Product Information

• 4-Aminopyridine
• 4-Dimethylaminopyridine
• 6-Aminocaproic acid
• 4-Amino-2-methoxypyridine
• 4-Methylpyridine
• ALTRENOGEST
• 2-Picoline
• Glycine
• 3-Aminopyridine
• 3-Aminophenol
• 2,5-Dimethylpyridine
• 2-Chloro-5-chloromethylpyridine
• OMEGA-AMINO-B-PICOLINE
• Tris(hydroxymethyl)aminomethane
• 4-Chloro-2-picoline
• 2-Methyl-5-nitroimidazole
• 2-Methyl-4-nitropyridine
• 2-Methyl-5-nitropyridine