ChemicalBook--->CAS DataBase List--->1591-37-3

1591-37-3

1591-37-3 Structure

1591-37-3 Structure
IdentificationBack Directory
[Name]

2-amino-6-methoxybenzonitrile
[CAS]

1591-37-3
[Synonyms]

2-amino-6-methoxybenzonitrile
2-AMino-6-Methoxy-benzonitril
Benzonitrile, 2-amino-6-methoxy-
[Molecular Formula]

C8H8N2O
[MDL Number]

MFCD09745275
[MOL File]

1591-37-3.mol
[Molecular Weight]

148.16
Chemical PropertiesBack Directory
[Melting point ]

141 °C
[Boiling point ]

339.4±27.0 °C(Predicted)
[density ]

1.17±0.1 g/cm3(Predicted)
[storage temp. ]

Keep in dark place,Inert atmosphere,Room temperature
[pka]

1.39±0.10(Predicted)
[Appearance]

Light brown to brown Solid
Safety DataBack Directory
[Symbol(GHS) ]

Exclamation Mark (GHS07)
GHS07
[Signal word ]

Warning
[Hazard statements ]

H315-H319-H335
[Precautionary statements ]

P261-P305+P351+P338
[HS Code ]

2926907090
Spectrum DetailBack Directory
[Spectrum Detail]

2-amino-6-methoxybenzonitrile(1591-37-3)1HNMR
Hazard InformationBack Directory
[Synthesis]

2-Amino-6-fluorobenzonitrile

77326-36-4

Sodium Methoxide

124-41-4

2-amino-6-methoxybenzonitrile

1591-37-3

Sodium methanolate (25% w/w in MeOH, 325 μL, 1.42 mmol, 1.1 eq.) was added to a solution of 2-amino-6-fluorobenzonitrile (176 mg, 1.29 mmol, 1.0 eq.) dissolved in DMF (1.00 mL) at room temperature, and the reaction was stirred for 18 hours. Upon completion of the reaction, the reaction solution was concentrated in vacuum and the residue was mixed with deionized water (10 mL) and stirred to precipitate a beige colored precipitate. The precipitate was collected by filtration under reduced pressure, dissolved in ethyl acetate and then concentrated again, ground with hexane, and finally the residual solvent was removed in vacuum to give 2-amino-6-methoxybenzonitrile (158 mg, 1.07 mmol, 83% yield) as a beige amorphous solid; melting point 143-145°C, literature value 136-140°C.

[References]

[1] Synthesis (Germany), 2017, vol. 49, # 1, p. 135 - 144
[2] Patent: WO2005/35486, 2005, A1. Location in patent: Page/Page column 49
[3] Patent: WO2006/56433, 2006, A2. Location in patent: Page/Page column 31-32
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