Benzonitrile, 3-amino-5-methoxy- (9CI)

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Benzonitrile, 3-amino-5-methoxy- (9CI) Basic information
Product Name:Benzonitrile, 3-amino-5-methoxy- (9CI)
Synonyms:Benzonitrile, 3-amino-5-methoxy- (9CI);Benzonitrile,3-aMino-5-Methoxy-;3-aMino-5-Methoxybenzonitrile
CAS:269411-71-4
MF:C8H8N2O
MW:148.16
EINECS:
Product Categories:AMINEPRIMARY
Mol File:269411-71-4.mol
Benzonitrile, 3-amino-5-methoxy- (9CI) Structure
Benzonitrile, 3-amino-5-methoxy- (9CI) Chemical Properties
Melting point 81-85 °C
Boiling point 322.6±27.0 °C(Predicted)
density 1.17±0.1 g/cm3(Predicted)
storage temp. Keep in dark place,Inert atmosphere,Room temperature
pka2.37±0.10(Predicted)
AppearanceLight yellow to brown Solid
Safety Information
MSDS Information
Benzonitrile, 3-amino-5-methoxy- (9CI) Usage And Synthesis
Synthesis
3-methoxy-5-nitrobenzonitrile

33224-19-0

Benzonitrile, 3-amino-5-methoxy- (9CI)

269411-71-4

In a three-necked flask, 3-methoxy-5-nitrobenzonitrile (8.0 g, 0.045 mol) was dissolved in methanol (80 mL), 10% palladium-carbon catalyst (1.4 g) and ammonium acetate (6.9 g, 0.090 mol) were added. Hydrogen was introduced and the reaction was stirred at 40 °C for 8 hours. After completion of the reaction, filtration was carried out and the filter cake was washed with methanol (15 mL x 3). The filtrates were combined and concentrated under reduced pressure. The concentrate was poured into 50 mL of water and extracted with ethyl acetate (40 mL x 3). The organic phases were combined, dried with anhydrous sodium sulfate, and the solvent was removed by evaporation under reduced pressure to give 3-amino-5-methoxybenzonitrile as a solid 6.5 g in 98.2% yield.

References[1] Patent: CN107573264, 2018, A. Location in patent: Paragraph 0023-0025; 0040-0042; 0057-0059; 0074-0076
Benzonitrile, 3-amino-5-methoxy- (9CI) Preparation Products And Raw materials
Raw materials3-methoxy-5-nitrobenzonitrile-->Palladium-->Methanol-->Hydrogen-->Activated carbon-->Ammonium acetate
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