M-AMINOBENZYL CYANIDE Chemical Properties

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 Information

HS Code 

2926907090

M-AMINOBENZYL CYANIDE Usage And Synthesis

Uses

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

Synthesis

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

M-AMINOBENZYL CYANIDE(4623-24-9)Related Product Information

• ALPHA-AMINOBENZYL CYANIDE HYDROCHLORIDE,à-aminobenzyl cyanide hydrochloride,α-aminobenzyl cyanide hydrochloride
• o-Aminobenzyl cyanide,2-AMINOBENZYL CYANIDE / 2-AMINOPHENYLACETONITRILE,2-AMINOBENZYL CYANIDE
• 4-AMINOBENZYL CYANIDE,P-AMINOBENZYL CYANIDE,4-AMINOBENZYL CYANIDE / 4-AMINOPHENYLACETONITRILE
• 2-METHYL-3-NITROBENZYL CYANIDE
• 3-NITROPHENYLACETONITRILE
• (S)-10-(Cyanomethyl)-9-fluoro-2,3-dihydro-3-methyl-7-oxo-7H-pyrido[1,2,3-de]-1,4-benzoxazine-6-carboxylic acid
• ALPHA-AMINOBENZYL CYANIDE HYDROCHLORIDE,alpha-Aminobenzyl cyanide hydrochloride~alpha-Aminophenylacetonitrile hydrochloride
• (4-FLUORO-3-NITROPHENYL)ACETONITRILE
• Benzeneacetonitrile, 5-amino-2-fluoro- (9CI)
• 2-Fluoro-5-nitrophenylacetonitrile
• M-AMINOBENZYL CYANIDE
• 4-CHLORO-3-NITROPHENYLACETONITRILE
• 2-(2-METHYL-5-NITROPHENYL)ACETONITRILE
• (3-CYANOMETHYL-PHENYL)-CARBAMIC ACID TERT-BUTYL ESTER
• AKOS 91783
• 2-(4-METHYL-3-NITROPHENYL)ACETONITRILE
• 2-(3-(dimethylamino)phenyl)acetonitrile
• [3-(2,5-DIOXO-1-PYRROLIDINYL)PHENYL]ACETONITRILE