N-(2-Bromophenyl)-N,2-dimethylprop-2-enamide

Base Information

• Chemical Name: N-(2-Bromophenyl)-N,2-dimethylprop-2-enamide
• CAS No.: 102804-50-2
• Molecular Formula: C11H12BrNO
• Molecular Weight: 254.126
• DSSTox Substance ID: DTXSID40544574
• Nikkaji Number: J1.202.928D
• Wikidata: Q82421722
• Mol file: 102804-50-2.mol

Synonyms:102804-50-2;N-(2-Bromophenyl)-N,2-dimethylprop-2-enamide;DTXSID40544574

Chemical Property of N-(2-Bromophenyl)-N,2-dimethylprop-2-enamide

Chemical Property:

• PSA: 20.31000
• LogP: 2.98800
• XLogP3: 2.9
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 2
• Exact Mass: 253.01023
• Heavy Atom Count: 14
• Complexity: 239

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(=C)C(=O)N(C)C1=CC=CC=C1Br

Technology Process of N-(2-Bromophenyl)-N,2-dimethylprop-2-enamide

There total 5 articles about N-(2-Bromophenyl)-N,2-dimethylprop-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: 80.0%

N-(2-Bromophenyl)-2-methylpropenamide (23423-65-6) + methyl iodide (74-88-4) → N-(2-bromophenyl)-N-methylmethacrylamide (102804-50-2)

Guidance literature:

With sodium hydride; In tetrahydrofuran; Ambient temperature;

DOI:10.1039/c39860000115

Reference yield:

2-bromoaniline (615-36-1) → N-(2-bromophenyl)-N-methylmethacrylamide (102804-50-2)

Guidance literature:

Multi-step reaction with 2 steps

1.1: dichloromethane / 0 - 20 °C

2.1: sodium hydride / tetrahydrofuran / 0 - 20 °C

2.2: 0 - 20 °C

With sodium hydride; In tetrahydrofuran; dichloromethane;

DOI:10.1002/anie.201209475

Reference yield:

methyl bromide (74-83-9) + N-(2-Bromophenyl)-2-methylpropenamide (23423-65-6) → N-(2-bromophenyl)-N-methylmethacrylamide (102804-50-2)

Guidance literature:

N-(2-Bromophenyl)-2-methylpropenamide; With sodium hydride; In tetrahydrofuran; at 0 ℃; for 0.5h;

methyl bromide; In tetrahydrofuran; at 20 ℃; for 2h;

DOI:10.1021/acs.orglett.5b03003

upstream raw materials:

N-(2-Bromophenyl)-2-methylpropenamide

methyl iodide

2-bromoaniline

methyl bromide

Downstream raw materials:

(E)-1,3-dimethyl-3-styrylindolin-2-one

1,3-dimethyl-3-(3-phenylprop-2-yn-1-yl)indolin-2-one

3-benzyl-7-bromo-1,3-dimethylindolin-2-one