| Identification | Back Directory | [Name]
N-(4-bromophenyl)-3-phenylpropanamide | [CAS]
316146-27-7 | [Synonyms]
Bedaquiline Impurity C
N-(4-Bromophenyl)-benzenepropanamide
N-(4-bromophenyl)-3-phenylpropanamide
Benzenepropanamide, N-(4-bromophenyl)-
N-(4-Bromo-phenyl)-3-phenyl-propionamide | [Molecular Formula]
C15H14BrNO | [MDL Number]
MFCD00442359 | [MOL File]
316146-27-7.mol | [Molecular Weight]
304.18 |
| Chemical Properties | Back Directory | [Boiling point ]
473.2±38.0 °C(Predicted) | [density ]
1.408±0.06 g/cm3(Predicted) | [storage temp. ]
Sealed in dry,Room Temperature | [solubility ]
Most solvents | [form ]
Solid | [pka]
13.88±0.70(Predicted) | [color ]
White | [InChI]
InChI=1S/C15H14BrNO/c16-13-7-9-14(10-8-13)17-15(18)11-6-12-4-2-1-3-5-12/h1-5,7-10H,6,11H2,(H,17,18) | [InChIKey]
HGPWLPIFXDCULJ-UHFFFAOYSA-N | [SMILES]
C1(CCC(NC2=CC=C(Br)C=C2)=O)=CC=CC=C1 |
| Hazard Information | Back Directory | [Chemical Properties]
N-(4-bromophenyl)-3-phenylpropanamide is White Solid
| [Uses]
N-(4-bromophenyl)-3-phenylpropanamide is a reactant used in the preparation of quinoline derivatives as antitubercular agent and antibacterial agents.
| [Synthesis]
To a solution of 4-bromoaniline (40 g, 0.232 mol) and triethylamine (32 mL) in dichloromethane (200 mL) was slowly added hydrocinnamoyl chloride (37.5 g, 0.223 mol) dropwise at 0 °C. After the dropwise addition was completed, the reaction mixture was stirred at room temperature overnight. After completion of the reaction, the mixture was poured into water and 10% hydrochloric acid solution was added. The white solid slurry formed was stirred for 1 hour under cooling in an ice bath. The solid product was separated by filtration, washed with ether and dried in air to afford N-(4-bromophenyl)-3-phenylpropanamide (62 g, 92% yield). | [References]
[1] ChemMedChem, 2017, vol. 12, # 2, p. 106 - 119
[2] Chinese Chemical Letters, 2015, vol. 26, # 6, p. 790 - 792
[3] Patent: WO2005/70430, 2005, A1. Location in patent: Page/Page column 34
[4] Patent: WO2007/14885, 2007, A1. Location in patent: Page/Page column 31
[5] Patent: WO2007/14940, 2007, A2. Location in patent: Page/Page column 40-41 |
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