N-(2-Bromophenyl)prop-2-enamide

Base Information

• Chemical Name: N-(2-Bromophenyl)prop-2-enamide
• CAS No.: 102804-43-3
• Molecular Formula: C9H8BrNO
• Molecular Weight: 226.073
• ChEMBL ID: CHEMBL2086471
• DSSTox Substance ID: DTXSID80544573
• Wikidata: Q82421721
• Mol file: 102804-43-3.mol

Synonyms:N-(2-Bromophenyl)prop-2-enamide;N-(2-Bromophenyl)Acrylamide;102804-43-3;CHEMBL2086471;SCHEMBL11808631;DTXSID80544573;BDBM50420534;MFCD00466292;AKOS009294211;GP-0593;PD139710;CS-0367697

Chemical Property of N-(2-Bromophenyl)prop-2-enamide

Chemical Property:

• XLogP3: 2
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 2
• Exact Mass: 224.97893
• Heavy Atom Count: 12
• Complexity: 181

Purity/Quality:

95% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C=CC(=O)NC1=CC=CC=C1Br

Technology Process of N-(2-Bromophenyl)prop-2-enamide

There total 2 articles about N-(2-Bromophenyl)prop-2-enamide 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: 73.0%

acryloyl chloride (814-68-6,25189-84-8) + 2-bromoaniline (615-36-1) → N-(2-bromophenyl)acrylamide (102804-43-3)

Guidance literature:

In diethyl ether; at 0 ℃;

DOI:10.1039/c39860000115

Reference yield:

2-nitrophenyl bromide (577-19-5) → N-(2-bromophenyl)acrylamide (102804-43-3)

Guidance literature:

Multi-step reaction with 2 steps

1: iron; ammonium chloride / ethanol; water / 2 h / 80 °C

2: N-ethyl-N,N-diisopropylamine / tetrahydrofuran / 18 h

With iron; ammonium chloride; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; ethanol; water;

DOI:10.1021/jm201310y

Reference yield: 96.0%

N-(2-bromophenyl)acrylamide (102804-43-3) + methyl iodide (74-88-4) → N-(2-bromophenyl)-N-methyl-2-propenamide (102804-47-7)

Guidance literature:

N-(2-bromophenyl)acrylamide; With sodium hydride; In tetrahydrofuran; at 0 - 20 ℃; Inert atmosphere; Sealed tube;

methyl iodide; In tetrahydrofuran; at 0 - 20 ℃; for 0.166667h; Inert atmosphere; Sealed tube;

DOI:10.1021/acs.orglett.5b01737

upstream raw materials:

acryloyl chloride

2-bromoaniline

2-nitrophenyl bromide

Downstream raw materials:

3-methylindolin-2-one

3,4-dihydro-2(1H)-quinolone

N-(2-bromophenyl)-N-methyl-2-propenamide

N-Allyl-N-(2-bromo-phenyl)-acrylamide