2-Chloro-3-(2-methoxyanilino)naphthalene-1,4-dione

Base Information

• Chemical Name: 2-Chloro-3-(2-methoxyanilino)naphthalene-1,4-dione
• CAS No.: 64505-74-4
• Molecular Formula: C17H12ClNO3
• Molecular Weight: 313.74
• European Community (EC) Number: 623-330-2
• ChEMBL ID: CHEMBL4541700
• Mol file: 64505-74-4.mol

Synonyms:64505-74-4;2-chloro-3-(2-methoxyanilino)naphthalene-1,4-dione;2-chloro-3-(2-methoxyanilino)naphthoquinone;2-Chloro-3-((2-methoxyphenyl)amino)naphthalene-1,4-dione;2-chloro-3-(2-methoxyanilino)-1,4-dihydronaphthalene-1,4-dione;2-chloro-3-[(2-methoxyphenyl)amino]naphthalene-1,4-dione;Cyto4G11;CHEMBL4541700;STK731115;AKOS002310771;CS-0139275;2-chloro-3-(2-methoxyphenylamino)-1,4-naphthoquinone

Chemical Property of 2-Chloro-3-(2-methoxyanilino)naphthalene-1,4-dione

Chemical Property:

• XLogP3: 4
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 3
• Exact Mass: 313.0505709
• Heavy Atom Count: 22
• Complexity: 502

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC1=CC=CC=C1NC2=C(C(=O)C3=CC=CC=C3C2=O)Cl

Technology Process of 2-Chloro-3-(2-methoxyanilino)naphthalene-1,4-dione

There total 2 articles about 2-Chloro-3-(2-methoxyanilino)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: 75.0%

2,3-Dichloro-1,4-naphthoquinone (117-80-6) + 2-methoxy-phenylamine (90-04-0) → 2-chloro-3-(2-methoxyphenylamino)-1,4-naphthoquinone (64505-74-4)

Guidance literature:

With cerium(III) chloride; In ethanol; at 65 - 70 ℃;

DOI:10.1016/j.tetlet.2020.151731

Reference yield:

→ 2-chloro-3-(2-methoxyphenylamino)-1,4-naphthoquinone (64505-74-4)

Guidance literature:

entspr. Dichlorchinon, entspr. Anilin;

DOI:10.1246/bcsj.50.2234

Reference yield: 20.0%

2-chloro-3-(2-methoxyphenylamino)-1,4-naphthoquinone (64505-74-4) → 2-amino-(2-methoxyphenylamino)-1,4-naphthoquinone + 1-methoxybenzo[b]phenazine-6,11-dione

Guidance literature:

With sodium azide; In water; N,N-dimethyl-formamide; at 90 - 100 ℃; for 6h;

DOI:10.1016/j.tetlet.2020.151731

upstream raw materials:

2,3-Dichloro-1,4-naphthoquinone

2-methoxy-phenylamine