2-(1,3-Dioxolan-2-yl)-3,4-dimethoxyaniline

Base Information

• Chemical Name: 2-(1,3-Dioxolan-2-yl)-3,4-dimethoxyaniline
• CAS No.: 92210-38-3
• Molecular Formula: C11H15NO4
• Molecular Weight: 225.244
• DSSTox Substance ID: DTXSID00538373
• Wikidata: Q82413735
• Mol file: 92210-38-3.mol

Synonyms:92210-38-3;2-(1,3-Dioxolan-2-yl)-3,4-dimethoxyaniline;2-Amino-5,6-dimethoxybenzaldehyde ethyleneketal;SCHEMBL7407744;DTXSID00538373;AJPGVZKKXPZOGL-UHFFFAOYSA-N;2-amino-5,6-dimethoxybenzaldehyde-ethyleneketal

Chemical Property of 2-(1,3-Dioxolan-2-yl)-3,4-dimethoxyaniline

Chemical Property:

• XLogP3: 0.6
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 3
• Exact Mass: 225.10010796
• Heavy Atom Count: 16
• Complexity: 220

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: COC1=C(C(=C(C=C1)N)C2OCCO2)OC

Technology Process of 2-(1,3-Dioxolan-2-yl)-3,4-dimethoxyaniline

There total 5 articles about 2-(1,3-Dioxolan-2-yl)-3,4-dimethoxyaniline 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: 96.4%

2,3-Dimethoxy-6-nitrobenzaldehyde ethylene acetal (92210-37-2) → 6-Amino-2,3-dimethoxybenzaldehyde ethylene acetal (92210-38-3)

Guidance literature:

With hydrogen; sodium acetate; platinum(IV) oxide; In ethyl acetate; for 24h; under 2585.7 Torr;

DOI:10.1002/jhet.5570230643

Reference yield:

5,6-dimethoxy-2-nitrobenzaldehyde (2531-63-7) → 6-Amino-2,3-dimethoxybenzaldehyde ethylene acetal (92210-38-3)

Guidance literature:

Multi-step reaction with 2 steps

1: 78.2 percent / p-toluenesulfonic acid monohydrate / benzene / 48 h / Heating

2: 96.4 percent / H₂, NaOAc / PtO₂ / ethyl acetate / 24 h / 2585.7 Torr

With hydrogen; sodium acetate; toluene-4-sulfonic acid; platinum(IV) oxide; In ethyl acetate; benzene;

DOI:10.1021/jm00391a026

Reference yield:

2-Hydroxy-3-methoxy-6-nitrobenzaldehyde benzenesulfonate (2426-60-0) → 6-Amino-2,3-dimethoxybenzaldehyde ethylene acetal (92210-38-3)

Guidance literature:

Multi-step reaction with 4 steps

1: 95 percent / aq. NaOH / methanol / 0.5 h / Heating

2: 83 percent / K₂CO₃ / acetone / 84 h / Heating

3: 78 percent / p-toluenesulfonic acid monohydrate / benzene / 48 h / Heating

4: 96 percent / sodium acetate, H₂ / PtO₂ / ethyl acetate / 24 h / 2585.7 Torr

With sodium hydroxide; hydrogen; sodium acetate; potassium carbonate; toluene-4-sulfonic acid; platinum(IV) oxide; In methanol; ethyl acetate; acetone; benzene;

DOI:10.1002/jhet.5570230643

upstream raw materials:

2,3-Dimethoxy-6-nitrobenzaldehyde ethylene acetal

5,6-dimethoxy-2-nitrobenzaldehyde

2-Hydroxy-3-methoxy-6-nitrobenzaldehyde benzenesulfonate

3-methoxy-2-hydroxybenzaldehyde

Downstream raw materials:

6-(N-Carboethoxyamino)-2,3-dimethoxybenzaldehyde ethylene acetal

5,6-dimethoxy-2(1H)-quinazolinone

6-(N-Carboethoxyamino)-2,3-dimethoxybenzaldehyde

5,6-dimethoxy-4-methyl-2(1H)-quinazolinone