1,3-Diethyl 2-[[(3,5-dimethoxyphenyl)methylamino]methylene]propanedioate

Base Information

• Chemical Name: 1,3-Diethyl 2-[[(3,5-dimethoxyphenyl)methylamino]methylene]propanedioate
• CAS No.: 118684-18-7
• Molecular Formula: C₁₇H₂₃NO₆
• Molecular Weight: 337.373
• DSSTox Substance ID: DTXSID801148596
• Mol file: 118684-18-7.mol

Synonyms:DTXSID801148596;1,3-Diethyl 2-[[(3,5-dimethoxyphenyl)methylamino]methylene]propanedioate;118684-18-7

Chemical Property of 1,3-Diethyl 2-[[(3,5-dimethoxyphenyl)methylamino]methylene]propanedioate

Chemical Property:

• XLogP3: 2.8
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 7
• Rotatable Bond Count: 10
• Exact Mass: 337.15253745
• Heavy Atom Count: 24
• Complexity: 418

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: CCOC(=O)C(=CN(C)C1=CC(=CC(=C1)OC)OC)C(=O)OCC

Technology Process of 1,3-Diethyl 2-[[(3,5-dimethoxyphenyl)methylamino]methylene]propanedioate

There total 1 articles about 1,3-Diethyl 2-[[(3,5-dimethoxyphenyl)methylamino]methylene]propanedioate 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: 98.0%

N-(3,5-dimethoxyphenyl)-N-methylamine (118684-17-6) + diethyl 2-ethoxymethylenemalonate (87-13-8) → <<<(3,5-dimethoxyphenyl)methyl>amino>methylene>propanedioic acid diethyl ester (118684-18-7)

Guidance literature:

1) 100 deg C, 2 h, 2) 100 deg C, 40 mm Hg, 1.5 h;

Reference yield:

<<<(3,5-dimethoxyphenyl)methyl>amino>methylene>propanedioic acid diethyl ester (118684-18-7) → 4-(5-Allyloxy-1-methyl-4-oxo-1,4-dihydro-quinolin-7-yloxymethyl)-3-methoxy-benzoic acid methyl ester

Guidance literature:

Multi-step reaction with 4 steps

1: 55 percent / polyphosphoric acid / 1.5 h / 110 °C

2: 1) 48percent HBr, 2) NaHCO₃ / 1) reflux, 20 h, 2) H₂O, MeOH, 65 deg C, 2 h

3: K₂CO₃ / acetone / Heating

4: K₂CO₃ / acetone / Heating

With PPA; hydrogen bromide; sodium hydrogencarbonate; potassium carbonate; In acetone;

Reference yield:

<<<(3,5-dimethoxyphenyl)methyl>amino>methylene>propanedioic acid diethyl ester (118684-18-7) → 4-(6-Allyl-5-hydroxy-1-methyl-4-oxo-1,4-dihydro-quinolin-7-yloxymethyl)-3-methoxy-benzoic acid methyl ester

Guidance literature:

Multi-step reaction with 5 steps

1: 55 percent / polyphosphoric acid / 1.5 h / 110 °C

2: 1) 48percent HBr, 2) NaHCO₃ / 1) reflux, 20 h, 2) H₂O, MeOH, 65 deg C, 2 h

3: K₂CO₃ / acetone / Heating

4: K₂CO₃ / acetone / Heating

5: 1 h / 210 °C

With PPA; hydrogen bromide; sodium hydrogencarbonate; potassium carbonate; In acetone;

upstream raw materials:

N-(3,5-dimethoxyphenyl)-N-methylamine

diethyl 2-ethoxymethylenemalonate

Downstream raw materials:

4-(5-Hydroxy-1-methyl-4-oxo-1,4-dihydro-quinolin-7-yloxymethyl)-3-methoxy-benzoic acid

4-(6-Allyl-5-hydroxy-1-methyl-4-oxo-1,4-dihydro-quinolin-7-yloxymethyl)-3-methoxy-benzoic acid