N-(4-bromophenyl)-3-phenylpropanamide

Base Information

• Chemical Name: N-(4-bromophenyl)-3-phenylpropanamide
• CAS No.: 316146-27-7
• Molecular Formula: C15H14BrNO
• Molecular Weight: 304.186
• European Community (EC) Number: 608-651-8
• DSSTox Substance ID: DTXSID00336371
• Nikkaji Number: J2.133.304B
• Wikidata: Q82103420
• Mol file: 316146-27-7.mol

Synonyms:N-(4-bromophenyl)-3-phenylpropanamide;316146-27-7;N-(4-Bromophenyl)benzenepropanamide;MFCD00442359;N-(4-Bromophenyl)-benzenepropanamide;Propanamide, N-(4-bromophenyl)-3-phenyl-;CBMicro_025493;SCHEMBL6517887;AMY4432;DTXSID00336371;BCP08890;CS-B0836;AC2480;CCG-12348;ZB0887;AKOS000196452;N-(4-bromophenyl)-3-phenyl-propanamide;N-(4-Bromophenyl)-3-phenylpropionamide;DS-11018;SY115560;BIM-0025301.P001;FT-0646116;A820929;AN-652/40052639;SR-01000214287;SR-01000214287-1

Chemical Property of N-(4-bromophenyl)-3-phenylpropanamide

Chemical Property:

• Vapor Pressure: 4.02E-09mmHg at 25°C
• Refractive Index: 1.635
• Boiling Point: 473.2 °C at 760 mmHg
• PKA: 13.88±0.70(Predicted)
• Flash Point: 240 °C
• PSA: 29.10000
• Density: 1.408 g/cm³
• LogP: 4.09340
• Storage Temp.: Sealed in dry,Room Temperature
• Solubility.: Most solvents
• XLogP3: 3.7
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 4
• Exact Mass: 303.02588
• Heavy Atom Count: 18
• Complexity: 255

Purity/Quality:

97% ^*data from raw suppliers

N-(4-Bromophenyl)-benzenepropanamide ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C(C=C1)CCC(=O)NC2=CC=C(C=C2)Br
• Uses: N-(4-bromophenyl)-3-phenylpropanamide is a reactant used in the preparation of quinoline derivatives as antitubercular agent and antibacterial agents.

Technology Process of N-(4-bromophenyl)-3-phenylpropanamide

There total 7 articles about N-(4-bromophenyl)-3-phenylpropanamide which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 98.2%

4-bromo-aniline (106-40-1) + hydrocinnamic acid chloride (645-45-4) → N-(4-bromophenyl)-3-phenylpropanamide (316146-27-7)

Guidance literature:

With organic base; In dichloromethane; at 20 ℃; Cooling with ice;

DOI:10.1002/cmdc.201600441

Reference yield: 93.0%

phenethylmagnesium chloride (90878-19-6) + 4-bromophenyl isocyanate (2493-02-9) → N-(4-bromophenyl)-3-phenylpropanamide (316146-27-7)

Guidance literature:

With copper(ll) bromide; In tetrahydrofuran; at 20 ℃; for 0.00294444h; Inert atmosphere; Flow reactor;

DOI:10.1002/anie.201807393

Reference yield: 82.0%

4-bromo-aniline (106-40-1) + 3-Phenylpropionic acid (501-52-0) → N-(4-bromophenyl)-3-phenylpropanamide (316146-27-7)

Guidance literature:

With 4-(dimethylamino)pyridine N-oxide; phenylboronic acid; In benzene; for 17h; Reagent/catalyst;

DOI:10.1039/c5sc03761a

upstream raw materials:

4-bromo-aniline

3-Phenylpropionic acid

hydrocinnamic acid chloride

phenethylmagnesium chloride

Downstream raw materials:

3-benzyl-6-bromo-2-chloro-quinoline

N-(4-(1H-pyrazol-4-yl)phenyl)-3-phenylpropanamide

(1S,2R)-4-dimethylamino-2-(1-naphthyl)-1-phenyl-(6-bromo-2-chloro-quinolin-3-yl)-butan-2-ol

(1R,2S)-4-dimethylamino-2-(1-naphthyl)-1-phenyl-(6-bromo-2-chloro-quinolin-3-yl)-butan-2-ol