| Identification | More | [Name]
4-Amino-3-methylbenzonitrile | [CAS]
78881-21-7 | [Synonyms]
4-AMINO-3-METHYLBENZONITRILE
4-Amino-m-tolunitrile~4-Cyano-o-toluidine
3-Methyl-4-Aminobenzonitrile
2-Methyl-4-Cyanoaniline
Benzonitrile, 4-amino-3-methyl-(9CI)
4-cyano-2-methylaniline
4-amino-m-tolunitrile
4-cyano-o-toluidine
4-AMINO-3-METHYLBENZONITRILE, 98+%
2-Amino-5-cyanotoluene | [Molecular Formula]
C8H8N2 | [MDL Number]
MFCD02093969 | [Molecular Weight]
132.16 | [MOL File]
78881-21-7.mol |
| Chemical Properties | Back Directory | [Melting point ]
93-94°C | [Boiling point ]
304.5±30.0 °C(Predicted) | [density ]
1.10±0.1 g/cm3(Predicted) | [storage temp. ]
Keep in dark place,Inert atmosphere,Room temperature | [solubility ]
soluble in Methanol | [form ]
powder to crystal | [pka]
1.58±0.10(Predicted) | [color ]
White to Gray to Brown | [BRN ]
3235728 | [InChIKey]
MBZDCUMFFPWLTJ-UHFFFAOYSA-N | [CAS DataBase Reference]
78881-21-7(CAS DataBase Reference) |
| Safety Data | Back Directory | [Hazard Codes ]
Xn | [Risk Statements ]
R20/21/22:Harmful by inhalation, in contact with skin and if swallowed . | [Safety Statements ]
S22:Do not breathe dust .
S36/37/39:Wear suitable protective clothing, gloves and eye/face protection . | [RIDADR ]
3276 | [HazardClass ]
6.1 | [PackingGroup ]
III | [HS Code ]
29269090 |
| Hazard Information | Back Directory | [Chemical Properties]
Light yellow powder | [Synthesis]
General procedure for the synthesis of 4-amino-3-methylbenzonitrile from 3-methyl-4-nitrobenzonitrile: 9.89 g (61 mmol, 1 equiv.) of 3-methyl-4-nitrobenzonitrile was added to a stirred 100 mL tetrahydrofuran (THF) solution at room temperature. Subsequently, 1 g of 10% palladium carbon catalyst was added. Next, 25 mL of methanol was added. The reaction system was placed in a hydrogenation unit and the reaction was carried out at a hydrogen pressure of 50 psi. When hydrogen consumption was no longer observed, the reaction was stopped and filtered through diatomaceous earth to remove the catalyst. The product was purified by column chromatography using a 1:1 mixture of hexane and dichloromethane as the mobile phase. 7.5 g of 4-amino-3-methylbenzonitrile in beige powder form was finally obtained in 93% yield. The 1H-NMR (DMSO-d6) data of the product were as follows: δ 2.27 (3H, s), 6.06 (2H, s), 6.41 (1H, d), 6.46 (1H, s), 7.30 (1H, d). | [References]
[1] Journal of Medicinal Chemistry, 1999, vol. 42, # 18, p. 3572 - 3587
[2] Patent: US2017/44373, 2017, A1. Location in patent: Paragraph 0227; 0228
[3] Patent: US6353006, 2002, B1. Location in patent: Page column 23
[4] Patent: US2005/54655, 2005, A1. Location in patent: Page/Page column 15
[5] Patent: US2004/44203, 2004, A1. Location in patent: Page 27 |
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