2-((2-chlorophenyl)(prop-2-ynyl)amino)naphthalene-1,4-dione

Base Information

• Chemical Name: 2-((2-chlorophenyl)(prop-2-ynyl)amino)naphthalene-1,4-dione
• CAS No.: 1445727-25-2
• Molecular Formula: C₁₉H₁₂ClNO₂
• Molecular Weight: 321.763
• Mol file: 1445727-25-2.mol

Synonyms:2-((2-chlorophenyl)(prop-2-ynyl)amino)naphthalene-1,4-dione

Chemical Property of 2-((2-chlorophenyl)(prop-2-ynyl)amino)naphthalene-1,4-dione

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 2-((2-chlorophenyl)(prop-2-ynyl)amino)naphthalene-1,4-dione

There total 2 articles about 2-((2-chlorophenyl)(prop-2-ynyl)amino)naphthalene-1,4-dione 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:

propargyl bromide (106-96-7) + 2-((2-chlorophenyl)amino)naphthalene-1,4-dione → 2-((2-chlorophenyl)(prop-2-ynyl)amino)naphthalene-1,4-dione (1445727-25-2)

Guidance literature:

With tetrabutylammomium bromide; sodium hydroxide; In water; toluene; at 20 ℃; for 1h;

DOI:10.1016/j.tetlet.2013.04.125

Reference yield:

2-hydroxynaphtho-1,4-quinone (83-72-7) → 2-((2-chlorophenyl)(prop-2-ynyl)amino)naphthalene-1,4-dione (1445727-25-2)

Guidance literature:

Multi-step reaction with 2 steps

1: neat (no solvent) / 0.05 h / 100 °C / 750.08 Torr / Microwave irradiation

2: tetrabutylammomium bromide; sodium hydroxide / toluene; water / 1 h / 20 °C

With tetrabutylammomium bromide; sodium hydroxide; In water; toluene;

DOI:10.1016/j.tetlet.2013.04.125

Reference yield: 75.0%

2-((2-chlorophenyl)(prop-2-ynyl)amino)naphthalene-1,4-dione (1445727-25-2) → 1-(2-chlorophenyl)-1,2-dihydrobenzo[g]quinoline-5,10-dione (1445727-39-8)

Guidance literature:

With copper(II) bis(trifluoromethanesulfonate); In toluene; at 100 ℃; for 1h; regioselective reaction;

DOI:10.1016/j.tetlet.2013.04.125

upstream raw materials:

propargyl bromide

2-hydroxynaphtho-1,4-quinone

Downstream raw materials:

1-(2-chlorophenyl)-1,2-dihydrobenzo[g]quinoline-5,10-dione