Trimethyl 5-aminobenzene-1,2,3-tricarboxylate

Base Information

• Chemical Name: Trimethyl 5-aminobenzene-1,2,3-tricarboxylate
• CAS No.: 125910-59-0
• Molecular Formula: C₁₂H₁₃NO₆
• Molecular Weight: 267.238
• DSSTox Substance ID: DTXSID701334667
• Mol file: 125910-59-0.mol

Synonyms:125910-59-0;DTXSID701334667;Trimethyl 5-amino-1,2,3-benzenetricarboxylate

Chemical Property of Trimethyl 5-aminobenzene-1,2,3-tricarboxylate

Chemical Property:

• XLogP3: 0.8
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 7
• Rotatable Bond Count: 6
• Exact Mass: 267.07428713
• Heavy Atom Count: 19
• Complexity: 343

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: COC(=O)C1=CC(=CC(=C1C(=O)OC)C(=O)OC)N

Technology Process of Trimethyl 5-aminobenzene-1,2,3-tricarboxylate

There total 6 articles about Trimethyl 5-aminobenzene-1,2,3-tricarboxylate 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:

1,2,3-trimethylbenzene (526-73-8) → 5-amino-benzene-1,2,3-tricarboxylic acid trimethyl ester (125910-59-0)

Guidance literature:

Multi-step reaction with 5 steps

1: 80 percent / NaOH, KMnO₄ / H₂O / 2 h / Heating

2: 88 percent / 1M KOH / propan-2-ol

3: 80 percent / conc. H₂SO₄, KNO₃ / 6 h / 120 °C

4: 71 percent / H₂ / 10percent Pd/C / methanol / 1.5 h / 2280 Torr / Ambient temperature

5: methanol; diethyl ether

With potassium hydroxide; sodium hydroxide; potassium permanganate; sulfuric acid; hydrogen; potassium nitrate; palladium on activated charcoal; In methanol; diethyl ether; water; isopropyl alcohol;

Reference yield:

benzene-1,2,3-tricarboxlic acid (569-51-7) → 5-amino-benzene-1,2,3-tricarboxylic acid trimethyl ester (125910-59-0)

Guidance literature:

Multi-step reaction with 4 steps

1: 88 percent / 1M KOH / propan-2-ol

2: 80 percent / conc. H₂SO₄, KNO₃ / 6 h / 120 °C

3: 71 percent / H₂ / 10percent Pd/C / methanol / 1.5 h / 2280 Torr / Ambient temperature

4: methanol; diethyl ether

With potassium hydroxide; sulfuric acid; hydrogen; potassium nitrate; palladium on activated charcoal; In methanol; diethyl ether; isopropyl alcohol;

Reference yield:

5-nitro-1,2,3-benzenetricarboxylic acid (3807-81-6) → 5-amino-benzene-1,2,3-tricarboxylic acid trimethyl ester (125910-59-0)

Guidance literature:

Multi-step reaction with 2 steps

1: 71 percent / H₂ / 10percent Pd/C / methanol / 1.5 h / 2280 Torr / Ambient temperature

2: methanol; diethyl ether

With hydrogen; palladium on activated charcoal; In methanol; diethyl ether;

upstream raw materials:

diazomethane

1-aminobenzene-3,4,5-tricarboxylic acid

1,2,3-trimethylbenzene

benzene-1,2,3-tricarboxlic acid

Downstream raw materials:

5-(acetyl-nitroso-amino)-benzene-1,2,3-tricarboxylic acid trimethyl ester

5-acetylamino-benzene-1,2,3-tricarboxylic acid trimethyl ester

5-methoxy-benzene-1,2,3-tricarboxylic acid trimethyl ester

Refernces