m-Aminobenzyl cyanide

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m-Aminobenzyl cyanide Basic information
Product Name:m-Aminobenzyl cyanide
Synonyms:2-(3-Aminophenyl);3-AMINOBENZYL CYANIDE;3-AMino-benzeneacetonitrile;m-Aminophenylacetonitrile;3-(Cyanomethyl)aniline;Benzeneacetonitrile, 3-amino-;2-(3-Aminophenyl)acetonitrile;m-Aminobenzyl cyanide
CAS:4623-24-9
MF:C8H8N2
MW:132.16
EINECS:
Product Categories:
Mol File:4623-24-9.mol
m-Aminobenzyl cyanide Structure
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
pka4.12±0.10(Predicted)
AppearanceYellow to brown Liquid
Safety Information
HS Code 2926907090
MSDS Information
m-Aminobenzyl cyanide Usage And Synthesis
Uses2-(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
m-Aminobenzyl cyanide Preparation Products And Raw materials
Raw materials3-Nitrophenylacetonitrile-->Iron-->Ethanol-->Water-->Ammonium chloride
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