N-(2-bromo-5-chlorophenyl)-N-methylpropiolamide

Base Information

• Chemical Name: N-(2-bromo-5-chlorophenyl)-N-methylpropiolamide
• CAS No.: 1477484-74-4
• Molecular Formula: C₁₀H₇BrClNO
• Molecular Weight: 272.529
• Mol file: 1477484-74-4.mol

Synonyms:N-(2-bromo-5-chlorophenyl)-N-methylpropiolamide

Chemical Property of N-(2-bromo-5-chlorophenyl)-N-methylpropiolamide

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of N-(2-bromo-5-chlorophenyl)-N-methylpropiolamide

There total 2 articles about N-(2-bromo-5-chlorophenyl)-N-methylpropiolamide 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: 83.0%

N-(2-bromo-5-chlorophenyl)propiolamide (1477484-82-4) + methyl iodide (74-88-4) → N-(2-bromo-5-chlorophenyl)-N-methylpropiolamide (1477484-74-4)

Guidance literature:

N-(2-bromo-5-chlorophenyl)propiolamide; With sodium hydride; In tetrahydrofuran; mineral oil; at 0 ℃; for 0.5h; Inert atmosphere;

methyl iodide; In tetrahydrofuran; mineral oil; at 0 - 25 ℃; for 6h; Inert atmosphere;

DOI:10.1055/s-0033-1339690

Reference yield:

2-bromo-5-chloroaniline (823-57-4) → N-(2-bromo-5-chlorophenyl)-N-methylpropiolamide (1477484-74-4)

Guidance literature:

Multi-step reaction with 2 steps

1.1: dicyclohexyl-carbodiimide / dichloromethane / 12 h / 0 - 20 °C / Inert atmosphere

2.1: sodium hydride / tetrahydrofuran; mineral oil / 0.5 h / 0 °C / Inert atmosphere

2.2: 6 h / 0 - 25 °C / Inert atmosphere

With sodium hydride; dicyclohexyl-carbodiimide; In tetrahydrofuran; dichloromethane; mineral oil;

DOI:10.1055/s-0033-1339690

Reference yield: 94.0%

p-nitrobenzene iodide (636-98-6) + N-(2-bromo-5-chlorophenyl)-N-methylpropiolamide (1477484-74-4) + 4-nitrophenylboronic acid (24067-17-2) → 3-(bis(4-nitrophenyl)methylene)-6-chloro-1-methylindolin-2-one

Guidance literature:

With copper(l) iodide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; silver orthophosphate; sodium acetate; In N,N-dimethyl-formamide; at 150 ℃; for 0.166667h; Microwave irradiation;

DOI:10.1055/s-0035-1560091

upstream raw materials:

N-(2-bromo-5-chlorophenyl)propiolamide

methyl iodide

2-bromo-5-chloroaniline

Downstream raw materials:

6-chloro-3-(diphenylmethylene)-1-methylindolin-2-one