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4623-24-9

4623-24-9 Structure

4623-24-9 Structure
IdentificationBack Directory
[Name]

M-AMINOBENZYL CYANIDE
[CAS]

4623-24-9
[Synonyms]

2-(3-Aminophenyl)
3-AMINOBENZYL CYANIDE
M-AMINOBENZYL CYANIDE
3-(Cyanomethyl)aniline
m-Aminophenylacetonitrile
3-AMino-benzeneacetonitrile
2-(3-Aminophenyl)acetonitrile
Benzeneacetonitrile, 3-amino-
[Molecular Formula]

C8H8N2
[MDL Number]

MFCD03265299
[MOL File]

4623-24-9.mol
[Molecular Weight]

132.16
Chemical PropertiesBack Directory
[Melting point ]

137-138 °C
[Boiling point ]

183-187 °C(Press: 13 Torr)
[density ]

1.120±0.06 g/cm3(Predicted)
[storage temp. ]

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

4.12±0.10(Predicted)
[Appearance]

Yellow to brown Liquid
Safety DataBack Directory
[Symbol(GHS) ]

Exclamation Mark (GHS07)
GHS07
[Signal word ]

Warning
[Hazard statements ]

H302-H315-H319-H335
[Precautionary statements ]

P261-P305+P351+P338
[HS Code ]

2926907090
Hazard InformationBack Directory
[Uses]

2-(3-Aminophenyl)acetonitrile is a useful reagent in the synthesis of aminophenylalkylaminopyrrolopyrimidines with antiinfluenza activity.
[Synthesis]

3-NITROPHENYLACETONITRILE

621-50-1

M-AMINOBENZYL CYANIDE

4623-24-9

GENERAL METHOD: To a solution of m-nitrobenzeneacetonitrile (150.1 mg, 0.66 mmol) and ammonium chloride (NH4Cl, 183.6 mg, 3.43 mmol) in a solvent mixture of ethanol/water (EtOH/H2O, 5:1, 6 mL) was added powdered iron (Fe, 184.4 mg, 3.30 mmol) and vigorously stirred for 1 hour at 85 °C. . After completion of the reaction, the mixture was cooled to room temperature and filtered through a diatomaceous earth pad to remove solid impurities. The filtrate was concentrated and the residue was purified by column chromatography (eluent: ethyl acetate/hexane, 20:70) to afford 2-(3-aminophenyl)acetonitrile (10a, 99.2 mg, 76% yield) as a brown oil.

[References]

[1] Bioorganic and Medicinal Chemistry Letters, 2018, vol. 28, # 4, p. 577 - 583
[2] Patent: US2015/175557, 2015, A1. Location in patent: Paragraph 0347
[3] Patent: CN107098786, 2017, A. Location in patent: Paragraph 0049-0050
[4] Patent: WO2011/47156, 2011, A1. Location in patent: Page/Page column 82
[5] Patent: WO2009/122180, 2009, A1. Location in patent: Page/Page column 95
Spectrum DetailBack Directory
[Spectrum Detail]

M-AMINOBENZYL CYANIDE(4623-24-9)1HNMR
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