ChemicalBook--->CAS DataBase List--->915394-29-5

915394-29-5

915394-29-5 Structure

915394-29-5 Structure
IdentificationBack Directory
[Name]

2-(3-aminophenyl)-2-methylpropanenitrile
[CAS]

915394-29-5
[Synonyms]

2-(3-aminophenyl)-2-methylpropanenitrile
Benzeneacetonitrile, 3-amino-α,α-dimethyl-
2-(3-aminophenyl)-2-methylpropanenitrile ISO 9001:2015 REACH
[Molecular Formula]

C10H12N2
[MDL Number]

MFCD19441141
[MOL File]

915394-29-5.mol
[Molecular Weight]

160.22
Chemical PropertiesBack Directory
[storage temp. ]

2-8°C(protect from light)
[InChI]

InChI=1S/C10H12N2/c1-10(2,7-11)8-4-3-5-9(12)6-8/h3-6H,12H2,1-2H3
[InChIKey]

HNABISIMXKEHQF-UHFFFAOYSA-N
[SMILES]

C(#N)C(C1=CC=CC(N)=C1)(C)C
Hazard InformationBack Directory
[Synthesis]

2-Methyl-2-(3-nitrophenyl)propanenitrile

915394-28-4

2-(3-aminophenyl)-2-methylpropanenitrile

915394-29-5

General procedure for the synthesis of 2-(3-aminophenyl)-2-methylpropionitrile from 2-methyl-2-(3-nitrophenyl)propanenitrile: 2-methyl-2-(3-nitrophenyl)propanenitrile (0.6 g, 3.15 mmol) prepared in step (1) was dissolved in methanol, and stirred until it was completely dissolved. Pd/C catalyst (0.06 g, 0.56 mmol) was added to the reaction solution and the reaction was stirred at room temperature under hydrogen atmosphere for about 2 hours. Upon completion of the reaction, the reaction mixture was filtered through a diatomite pad under reduced pressure and the diatomite pad was washed with methanol to recover the product. The filtrate was concentrated under reduced pressure to afford the target compound 2-(3-aminophenyl)-2-methylpropionitrile (0.48 g, 95% yield). The product was characterized by 1H-NMR (300 MHz, DMSO-d6): δ 7.06 (t, 1H), 6.71 (s, 1H), 6.61 (d, 1H), 6.52 (d, 1H), 5.21 (s, 2H), 1.61 (s, 6H). Mass spectrum (ESI+, m/z): 161 [M + H]+.

[References]

[1] Patent: EP2876107, 2015, A1. Location in patent: Paragraph 0086
[2] Patent: US2015/191450, 2015, A1. Location in patent: Paragraph 0179-0181
[3] Patent: WO2006/123145, 2006, A1. Location in patent: Page/Page column 49
[4] Patent: US2009/137595, 2009, A1
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