Benzonitrile, 4-amino-3-methoxy- (9CI) Chemical Properties

Melting point:

46-48 °C

Boiling point:

297.5±30.0 °C(Predicted)

Density 

1.17±0.1 g/cm3(Predicted)

storage temp. 

Keep in dark place,Inert atmosphere,Room temperature

pka

1.66±0.10(Predicted)

Appearance

Light yellow to brown Solid

Safety Information

HazardClass 

IRRITANT

HS Code 

2921420090

Benzonitrile, 4-amino-3-methoxy- (9CI) Usage And Synthesis

Synthesis

The general procedure for the synthesis of 3-methoxy-4-aminobenzonitrile from 3-methoxy-4-nitrobenzonitrile was as follows: 3-methoxy-4-nitrobenzonitrile (11.4 g, 64 mmol) was suspended in ethyl acetate (60 mL) and 10% Pd/C catalyst (1 g) was added. The reaction mixture was placed in a Parr reactor under hydrogen atmosphere and vigorously shaken at 50 psi for 45 min at room temperature. Upon completion of the reaction, the mixture was filtered through a short pad of diatomaceous earth and the filtrate was concentrated to afford 4-amino-3-methoxybenzonitrile as a yellow oil, which rapidly solidified to a solid (9.5 g, 95% yield).

References

[1] Patent: US2011/130398, 2011, A1. Location in patent: Page/Page column 34
[2] Patent: US2011/269809, 2011, A1. Location in patent: Page/Page column 13
[3] Patent: US2012/46306, 2012, A1. Location in patent: Page/Page column 33
[4] Journal of Medicinal Chemistry, 2000, vol. 43, # 6, p. 1187 - 1202
[5] Patent: US5506252, 1996, A

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