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3-(2-AMINOETHYL)PYRIDINE

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3-(2-AMINOETHYL)PYRIDINE Basic information

Product Name:
3-(2-AMINOETHYL)PYRIDINE
Synonyms:
  • 2-Bromo-p-anisic acid, 3-Bromo-4-carboxyanisole
  • Benzoicacid, 2-broMo-4-Methoxy-
  • p-Anisicacid, 2-bromo- (6CI)
  • 2-Bromo-4-methoxybenzoic acid 98%
  • 2-bromo-4-methoxybenzoicaci
CAS:
74317-85-4
MF:
C8H7BrO3
MW:
231.04
EINECS:
214-589-6
Product Categories:
  • Pyridine
Mol File:
74317-85-4.mol
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3-(2-AMINOETHYL)PYRIDINE Chemical Properties

Melting point:
199℃
Boiling point:
313.6±27.0 °C(Predicted)
Density 
1.625±0.06 g/cm3 (20 ºC 760 Torr)
storage temp. 
Sealed in dry,Room Temperature
solubility 
DMSO (Slightly), Methanol (Slightly)
form 
solid
pka
3.12±0.10(Predicted)
color 
White to off-white
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Safety Information

HS Code 
2918999090
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3-(2-AMINOETHYL)PYRIDINE Usage And Synthesis

Chemical Properties

off-white powder

Synthesis

100-09-4

74317-85-4

The general procedure for the synthesis of 2-bromo-4-methoxybenzoic acid from 4-methoxybenzoic acid was as follows: 152.3 g (1.0 mol) of 4-methoxybenzoic acid was added to a 2,000 mL four-necked flask fitted with a stirrer, a thermometer, and a reflux condenser tube, followed by the addition of 800 g of water and stirring until the 4-methoxybenzoic acid was completely dispersed. Then, 273.3 g (2.05 mol) of 30% aqueous sodium hydroxide was added. The temperature of the reaction solution was lowered to 0 °C and 167.8 g (1.05 mol) of bromine was slowly added dropwise over the temperature range of 0 to 5 °C. After the dropwise addition was completed, the reaction was continued with stirring for 1 hour by keeping the temperature at 0 to 5 °C. Upon completion of the reaction, 1.28 g (0.01 mol) of sodium sulfite was added to quench the reaction, followed by the addition of 100 g of toluene and raising the temperature of the reaction solution to 70 °C. The organic phase was removed by a liquid-liquid separation operation. To the aqueous phase obtained by separation 104.2 g (1.0 mol) of 35% hydrochloric acid was slowly added dropwise and stirred at room temperature for 1 hour. The precipitated solid product was collected by filtration and dried under reduced pressure to give 238.9 g (99.9% purity, 91.4% yield) of 2-bromo-4-methoxybenzoic acid.

References

[1] Patent: US2018/86687, 2018, A1. Location in patent: Paragraph 0064

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