2-Amino-5-methylpyridine Chemical Properties

Melting point:

76-77 °C(lit.)

Boiling point:

227 °C(lit.)

Density 

227

vapor pressure 

3.706Pa at 25℃

refractive index 

1,524-1,528

Flash point:

118°C

storage temp. 

Keep in dark place,Inert atmosphere,Room temperature

solubility 

1000g/l

form 

Crystalline Powder, Crystals or Flakes

pka

pK1: 7.22(+1) (25°C)

color 

White to light yellow

Sensitive 

Hygroscopic

BRN 

107050

InChIKey

CMBSSVKZOPZBKW-UHFFFAOYSA-N

LogP

1.08

CAS DataBase Reference

1603-41-4(CAS DataBase Reference)

NIST Chemistry Reference

2-Pyridinamine, 5-methyl-(1603-41-4)

EPA Substance Registry System

6-Amino-3-picoline (1603-41-4)

Safety Information

Hazard Codes 

T,Xi

Risk Statements 

23/24/25-36/37/38-25

Safety Statements 

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

RIDADR 

UN 2811 6.1/PG 2

WGK Germany 

3

RTECS 

TJ5141000

Hazard Note 

Irritant

TSCA 

Yes

HazardClass 

6.1

PackingGroup 

III

HS Code 

29333999

Toxicity

LD50 orl-rat: 200 mg/kg 85JCAE -,841,86

MSDS

• Language:English Provider:5-Methyl-2-pyridylamine
• Language:English Provider:ACROS
• Language:English Provider:SigmaAldrich
• Language:English Provider:ALFA

2-Amino-5-methylpyridine Usage And Synthesis

Chemical Properties

light yellow crystalline flakes

Uses

Intermediate.

Uses

2-Amino-5-methylpyridine is used as an intermediate in the pharmaceutical industry for the manufacture of Avosentan (used in diabetic nephropathy), Pirfenidone (anti-inflammatory, anti-oxidant and antifibrotic agent) and Zolpidem (sedative/ hypnotics). It is also used for the manufacture of Fluazuron, which is a pesticide, and for commercial purposes.

Safety Profile

Poison by ingestion,subcutaneous, and skin contact routes. When heated todecomposition it emits toxic vapors of NOx.

Synthesis

2.2 g (0.377 mol) of trimethylamine are condensed at -10 °C. and added at -5 °C. to a solution of 10.03 g (0.092 mol) of 3-methyl-pyridine 1-oxide in 120 ml of methylene chloride. At this temperature, 7.9 (0.11 mol) of thionyl chloride in 15 ml of methylene chloride is added dropwise in 30 minutes. The temperature during this process is kept below 0 °C. The resulting yellow solution is allowed to thaw and is stirred overnight at room temperature. The solvent is removed in vacuo 35 ml of a 48% strength hydrogen bromide solution and then added. The water is distilled off, and the mixture is then heated to 210 °C. A 48% strength hydrogen bromide solution is continuously added dropwise, and water is distilled. After 8 hours, the reaction is completed according to thin-layer chromatography. The mixture is allowed to cool and is adjusted to pH 9 using a dilute sodium hydroxide solution. The mixture is then extracted four times using ethyl acetate. After filtration, the combined extracts are dried over sodium sulphate and concentrated on the rotary evaporator. 8 g (80.5% of theory) of 2-amino-5-methylpyridine are obtained.

Purification Methods

Crystallise it from acetone. [Beilstein 22/9 V 289.]

2-Amino-5-methylpyridine(1603-41-4)Related Product Information

• 6-Aminocaproic acid
• Bensulfuron methyl
• Methylparaben
• 2-Chloro-5-chloromethylpyridine
• Tris(hydroxymethyl)aminomethane
• 2-Aminopyridine
• 2,5-Dimethylpyridine
• Methyl salicylate
• 2-Amino-4,6-dimethylpyridine
• METSULFURON METHYL
• 4-Aminopyridine
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• 3-Aminopyridine
• Triethanolamine
• Methyl acetate
• DIMETHYLAMINOPYRIDINE, POLYMER-BOUND
• Kresoxim-methyl
• Bis(2-ethylhexyl)amine