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2-Amino-5-bromo-6-methylpyridine

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2-Amino-5-bromo-6-methylpyridine Basic information

Product Name:
2-Amino-5-bromo-6-methylpyridine
Synonyms:
  • 6-Amino-3-bromo-2-methylpyridine ,98%
  • 2-Methyl-3-bromo-6-aminopyridine
  • 5-Bromo-6-methyl-2-pyridinamine
  • 5-Bromo-6-methylpyridine-2-amine
  • 2-amine-5-bromo-6-methylpyridine
  • 2 - aMino - 5 - broMine - 6 - Methyl pyridine
  • 6-Amino-3-bromo-2-methylpyridine,97%
  • 6-Amino-3-bromo-2-picoline,98%
CAS:
42753-71-9
MF:
C6H7BrN2
MW:
187.04
EINECS:
255-927-5
Product Categories:
  • Heterocycle-Pyridine series
  • Amino-pyridine series
  • Halopyridines
  • C6Heterocyclic Building Blocks
  • Halogenated Heterocycles
  • Heterocyclic Building Blocks
  • Pyridines, Pyrimidines, Purines and Pteredines
  • blocks
  • Bromides
  • Pyridines
  • Pyridine
  • Amines and Anilines
  • Heterocycles
  • Bromopyridines
  • Amines
  • compounds of pyridine
Mol File:
42753-71-9.mol
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2-Amino-5-bromo-6-methylpyridine Chemical Properties

Melting point:
79-84 °C(lit.)
Boiling point:
234.3±35.0 °C(Predicted)
Density 
1.5672 (rough estimate)
refractive index 
1.5500 (estimate)
storage temp. 
Keep in dark place,Sealed in dry,Room Temperature
pka
4.80±0.37(Predicted)
form 
Fluffy Powder
color 
White to off-white
Sensitive 
Hygroscopic
BRN 
114140
InChI
InChI=1S/C6H7BrN2/c1-4-5(7)2-3-6(8)9-4/h2-3H,1H3,(H2,8,9)
InChIKey
SEOZHXRTVJPQPZ-UHFFFAOYSA-N
SMILES
C1(N)=NC(C)=C(Br)C=C1
CAS DataBase Reference
42753-71-9(CAS DataBase Reference)
EPA Substance Registry System
2-Pyridinamine, 5-bromo-6-methyl- (42753-71-9)
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Safety Information

Hazard Codes 
Xi
Risk Statements 
36/37/38
Safety Statements 
26-36-26/37/39
WGK Germany 
3
TSCA 
Yes
HazardClass 
IRRITANT
HS Code 
29333999

MSDS

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2-Amino-5-bromo-6-methylpyridine Usage And Synthesis

Application

2-Amino-5-bromo-6-methylpyridine is an important chemical raw material or intermediate, widely used in the synthesis of pyridine drugs, and also has potential effects such as antibacterial, antidepressant, insecticidal, herbicidal, and antimicrobial properties.

Chemical Properties

Light yellow Cryst

Synthesis

3430-17-9

42753-71-9

General steps: Example 2 Add 650 g of xylene as solvent to the reactor and heat to 115-120°C. The heating was continued under reflux conditions until the water was completely removed. The solvent was cooled to 70°C under nitrogen protection. Subsequently, 22 g of sodium amide was added and the solution was heated to 118-120 °C. Under reflux condition, 102 g of 2-bromo-3-methylpyridine was slowly added dropwise, and after completion of the dropwise addition, the reaction temperature was maintained at reflux for 1 hour. Upon completion of the reaction, the reaction solution was cooled to 45 °C. The reaction solution was then poured into ice water and the upper organic phase was separated. The xylene was concentrated under atmospheric pressure to 220 g remaining and cooled to 10-15 °C with stirring. After crystallization, 100 g of the target product 2-amino-5-bromo-6-methylpyridine was obtained with 99.3% purity and 90.1% yield.

References

[1] Patent: CN105348181, 2016, A. Location in patent: Paragraph 0023; 0024; 0025

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