4-Methoxy-3-(2-methoxyethoxy)aniline

Base Information

• Chemical Name: 4-Methoxy-3-(2-methoxyethoxy)aniline
• CAS No.: 26181-51-1
• Molecular Formula: C10H15NO3
• Molecular Weight: 197.234
• DSSTox Substance ID: DTXSID20445691
• Wikidata: Q82264203

Synonyms:4-methoxy-3-(2-methoxyethoxy)aniline;26181-51-1;Benzenamine, 4-methoxy-3-(2-methoxyethoxy)-;SCHEMBL5649965;DTXSID20445691;ZAJAWGOUBJAMPG-UHFFFAOYSA-N;AKOS000158696;4-methoxy-3-(2-methoxyethoxy) aniline;NCGC00323497-01;4-methoxy-3-(2-methoxy-ethoxy)phenylamine;EN300-36260;AB01318842-02;Z285182404

Chemical Property of 4-Methoxy-3-(2-methoxyethoxy)aniline

Chemical Property:

• PSA: 53.71000
• LogP: 1.88380
• XLogP3: 1
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 5
• Exact Mass: 197.10519334
• Heavy Atom Count: 14
• Complexity: 154

Purity/Quality:

4-METHOXY-3-(2-METHOXYETHOXY)ANILINE 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COCCOC1=C(C=CC(=C1)N)OC

Technology Process of 4-Methoxy-3-(2-methoxyethoxy)aniline

There total 2 articles about 4-Methoxy-3-(2-methoxyethoxy)aniline 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: 100.0%

1-methoxy-2-(2-methoxyethoxy)-4-nitrobenzene (26181-49-7) → 4-methoxy-3-(2-methoxyethoxy)aniline (26181-51-1)

Guidance literature:

With hydrogen; palladium on activated charcoal; In ethyl acetate; for 1h; under 2508 Torr;

DOI:10.1021/jm990345w

Reference yield:

5-nitroguaiacol (636-93-1) → 4-methoxy-3-(2-methoxyethoxy)aniline (26181-51-1)

Guidance literature:

Multi-step reaction with 2 steps

1: 98 percent / K₂CO₃; KI / dimethylformamide / 1 h / 80 °C

2: 100 percent / H₂ / 10 percent Pd/C / ethyl acetate / 1 h / 2508 Torr

With hydrogen; potassium carbonate; potassium iodide; palladium on activated charcoal; In ethyl acetate; N,N-dimethyl-formamide; 1: Etherification / 2: Reduction;

DOI:10.1021/jm990345w

Reference yield: 94.0%

cycl-isopropylidene malonate (2033-24-1) + 4-methoxy-3-(2-methoxyethoxy)aniline (26181-51-1) + trimethyl orthoformate (149-73-5) → 5-({[4-methoxy-3-(2-methoxyethoxy)phenyl]amino}methylene)-2,2-dimethyl-1,3-dioxane-4,6-dione (870961-19-6)

Guidance literature:

for 5h; Heating / reflux;

upstream raw materials:

1-methoxy-2-(2-methoxyethoxy)-4-nitrobenzene

5-nitroguaiacol

Downstream raw materials:

5-({[4-methoxy-3-(2-methoxyethoxy)phenyl]amino}methylene)-2,2-dimethyl-1,3-dioxane-4,6-dione

2-chloro-5-{[6-methoxy-7-(2-methoxyethoxy)quinolin-4-yl]amino}benzo-1,4-quinone

N-(4-chloro-2,5-dimethoxyphenyl)-6-methoxy-7-(2-methoxyethoxy)quinolin-4-amine

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