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

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Benzonitrile, 4-amino-3-methoxy- (9CI) manufacturers

Benzonitrile, 4-amino-3-methoxy- (9CI) Basic information
Product Name:Benzonitrile, 4-amino-3-methoxy- (9CI)
Synonyms:4-Cyano-2-Methoxy-aniline;Benzonitrile, 4-amino-3-methoxy- (9CI);3-Methoxy-4-aminobenzonitrile;4-Amino-3-methoxybenzenecarbonitrile;Benzonitrile, 4-aMino-3-Methoxy-;3-Methoxy-4-aminobenz
CAS:177476-76-5
MF:C8H8N2O
MW:148.16
EINECS:
Product Categories:AMINEPRIMARY
Mol File:177476-76-5.mol
Benzonitrile, 4-amino-3-methoxy- (9CI) Structure
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
pka1.66±0.10(Predicted)
AppearanceLight yellow to brown Solid
Safety Information
HazardClass IRRITANT
HS Code 2921420090
MSDS Information
Benzonitrile, 4-amino-3-methoxy- (9CI) Usage And Synthesis
Synthesis
BENZONITRILE, 3-METHOXY-4-NITRO-

177476-75-4

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

177476-76-5

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
Benzonitrile, 4-amino-3-methoxy- (9CI) Preparation Products And Raw materials
Raw materialsBenzonitrile, 3-methoxy-4-nitro--->Hydrogen-->Ethyl acetate
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