2-Chloro-3-((2-methoxyethyl)amino)naphthalene-1,4-dione

Base Information

• Chemical Name: 2-Chloro-3-((2-methoxyethyl)amino)naphthalene-1,4-dione
• CAS No.: 22272-22-6
• Molecular Formula: C₁₃H₁₂ClNO₃
• Molecular Weight: 265.696
• Hs Code.: 2922509090
• NSC Number: 91098
• DSSTox Substance ID: DTXSID00293637
• Wikidata: Q72453124
• ChEMBL ID: CHEMBL4293396
• Mol file: 22272-22-6.mol

Synonyms:22272-22-6;2-chloro-3-(2-methoxyethylamino)naphthalene-1,4-dione;2-Chloro-3-((2-methoxyethyl)amino)naphthalene-1,4-dione;2-chloro-3-[(2-methoxyethyl)amino]-1,4-naphthoquinone;DS-1040;2-chloro-3-[(2-methoxyethyl)amino]naphthalene-1,4-dione;NSC91098;SCHEMBL6188701;CHEMBL4293396;DTXSID00293637;IAPJSKHYZZLKBU-UHFFFAOYSA-N;2-chloro-3-[(2-methoxyethyl)amino]-1,4-dihydronaphthalene-1,4-dione;MFCD02998090;NSC-91098;STK537377;AKOS005469309;CS-0005901;FT-0717817;A878631;2-Chloro-3-(2-methoxyethylamino)-naphthalene-1,4-dione

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

Chemical Property:

• Vapor Pressure: 8.99E-06mmHg at 25°C
• Boiling Point: 373.4°Cat760mmHg
• Flash Point: 179.6°C
• PSA: 55.40000
• Density: 1.33g/cm³
• LogP: 2.14290
• Storage Temp.: Keep in dark place,Inert atmosphere,Room temperature
• XLogP3: 2.6
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 4
• Exact Mass: 265.0505709
• Heavy Atom Count: 18
• Complexity: 392

Purity/Quality:

97% ^*data from raw suppliers

2-Chloro-3-(2-methoxyethylamino)naphthalene-1,4-dione ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COCCNC1=C(C(=O)C2=CC=CC=C2C1=O)Cl
• Uses: 2-Chloro-3-(2-methoxyethylamino)naphthalene-1,4-dione

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

There total 2 articles about 2-Chloro-3-((2-methoxyethyl)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: 96.1%

2,3-Dichloro-1,4-naphthoquinone (117-80-6) + 2-methoxyethylamine (109-85-3) → 2-chloro-3-[(2-methoxyethyl)amino]naphthalene-1,4-dione (22272-22-6)

Guidance literature:

With triethylamine; In N,N-dimethyl-formamide; for 1h;

DOI:10.1016/j.ejmech.2017.12.008

Reference yield:

→ 2-chloro-3-[(2-methoxyethyl)amino]naphthalene-1,4-dione (22272-22-6)

Guidance literature:

aus 2,3-Dichlor-1,4-naphthochinon, Methoxyethylamin;

DOI:10.1021/jm00301a053

Reference yield:

2-chloro-3-[(2-methoxyethyl)amino]naphthalene-1,4-dione (22272-22-6) → N-(3-benzylamino-1,4-dioxo-1,4-dihydronaphthalen-2-yl)-N-(2-methoxyethyl)acetamide (355404-34-1)

Guidance literature:

Multi-step reaction with 2 steps

1: sulfuric acid / 1.5 h / 20 °C

2: triethylamine / toluene / 3 h / 45 °C

With sulfuric acid; triethylamine; In toluene;

DOI:10.1016/j.ejmech.2015.09.026

upstream raw materials:

2,3-Dichloro-1,4-naphthoquinone

2-methoxyethylamine

Downstream raw materials:

N-(3-benzylamino-1,4-dioxo-1,4-dihydronaphthalen-2-yl)-N-(2-methoxyethyl)acetamide

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