2-Amino-3-bromo-6-methylpyridine Chemical Properties

Melting point:

77-79°C

Boiling point:

238.5±35.0 °C(Predicted)

Density 

1.5672 (rough estimate)

refractive index 

1.5500 (estimate)

storage temp. 

Keep in dark place,Inert atmosphere,2-8°C

form 

Solid

pka

4.24±0.50(Predicted)

color 

Off-white

Sensitive 

Light Sensitive

InChI

InChI=1S/C6H7BrN2/c1-4-2-3-5(7)6(8)9-4/h2-3H,1H3,(H2,8,9)

InChIKey

JYWWGZAAXTYNRN-UHFFFAOYSA-N

SMILES

C1(N)=NC(C)=CC=C1Br

CAS DataBase Reference

126325-46-0(CAS DataBase Reference)

Safety Information

Hazard Codes 

Xi,Xn

Risk Statements 

36/37/38-22

Safety Statements 

26-36

HazardClass 

6.1

HS Code 

29333999

2-Amino-3-bromo-6-methylpyridine Usage And Synthesis

Description

2-Amino-3-bromo-6-methylpyridine is a versatile chemical compound that plays a significant role in various fields, particularly in pharmaceuticals and agrochemicals.

Chemical Properties

Light yellow Cryst

Uses

2-Amino-3-bromo-6-methylpyridine is recognized for its unique structure, which allows it to act as a key intermediate in the synthesis of biologically active molecules. Its bromine and amino functional groups enhance its reactivity, making it an essential building block for the development of new drugs and crop protection agents.

Synthesis

Step 1: Preparation of 2-amino-3-bromo-6-methylpyridine 32.4 g (0.3 mol) of 2-amino-6-methylpyridine was dissolved in 28 g of concentrated hydrochloric acid. Sulfuric acid and 120 ml of water were added to the mixture and the resulting solution was subsequently cooled to 0°C in an ice water bath. Over a period of 30 minutes, 52.8 g (0.33 mol) of bromine was slowly added dropwise to the cooled solution. After the dropwise addition was completed, the reaction mixture was continued to be stirred at room temperature for 20 minutes. Subsequently, the reaction solution was neutralized with cold aqueous NaOH. The resulting solid product was collected by filtration and purified by column chromatography using dichloromethane and ethyl acetate as eluents. Finally 31 g of 2-amino-3-bromo-6-methylpyridine was obtained in 55% yield.

References

[1] Patent: US5691348, 1997, A

2-Amino-3-bromo-6-methylpyridine(126325-46-0)Related Product Information

• DIMETHYLAMINOPYRIDINE, POLYMER-BOUND
• ALTRENOGEST
• 6-Aminocaproic acid
• 3-Aminopyridine
• 2-Amino-6-methylpyridine
• 2,6-Lutidine
• 4-Methylpyridine
• 2-Aminopyridine
• 2-Amino-3-picoline
• 2-Bromo-6-methylpyridine
• 4-Dimethylaminopyridine
• Glycine
• Tris(hydroxymethyl)aminomethane
• Bromine
• 2-AMINO-3-BROMO-5,6-DIMETHYLPYRIDINE
• 2-AMINO-3,5-DIBROMO-6-METHYLPYRIDINE
• 3-Amino-2-bromo-4-methylpyridine
• 2-Amino-3,5-dibromo-4,6-dimethylpyridine