Dimethyl 4,5-diaminophthalate

Base Information

• Chemical Name: Dimethyl 4,5-diaminophthalate
• CAS No.: 52412-57-4
• Molecular Formula: C₁₀H₁₂N₂O₄
• Molecular Weight: 224.216
• DSSTox Substance ID: DTXSID901334263
• Mol file: 52412-57-4.mol

Synonyms:dimethyl 4,5-diaminophthalate;52412-57-4;SCHEMBL22535980;DTXSID901334263

Chemical Property of Dimethyl 4,5-diaminophthalate

Chemical Property:

• XLogP3: 0.3
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 4
• Exact Mass: 224.07970687
• Heavy Atom Count: 16
• Complexity: 254

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

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

Technology Process of Dimethyl 4,5-diaminophthalate

There total 13 articles about Dimethyl 4,5-diaminophthalate 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: 93.0%

dimethyl 4-amino-5-nitrophthalate → 4,5-diaminophthalic acid dimethyl ester (52412-57-4)

Guidance literature:

With N-(4,5-dimethyl-2-nitrophenyl)acetamide; palladium on activated charcoal; In methanol; at 20 ℃; for 1h; under 760.051 Torr; Inert atmosphere;

Reference yield:

4,5-dimethyl-2-nitrobenzenamine (6972-71-0) → 4,5-diaminophthalic acid dimethyl ester (52412-57-4)

Guidance literature:

Multi-step reaction with 3 steps

1.1: dihydrogen peroxide; acetic acid / Reflux

2.1: nitric acid / 150 °C

2.2: 0 °C / Reflux

3.1: hydrogen; palladium on activated charcoal / methanol

With palladium on activated charcoal; hydrogen; dihydrogen peroxide; nitric acid; acetic acid; In methanol;

DOI:10.1039/c3ob41511b

Reference yield:

4-nitrophthalic acid (610-27-5) → 4,5-diaminophthalic acid dimethyl ester (52412-57-4)

Guidance literature:

Multi-step reaction with 6 steps

1: sulfuric acid / 10 h / Reflux

2: hydrogen; palladium on activated charcoal / methanol / 20 °C

3: toluene / 4 h / 80 °C

4: nitric acid / 0 - 5 °C

5: sulfuric acid / 0.5 h / 20 °C

6: hydrogen; palladium on activated charcoal / methanol / 20 °C

With sulfuric acid; palladium on activated charcoal; hydrogen; nitric acid; In methanol; toluene;

DOI:10.1016/j.dyepig.2014.08.009

upstream raw materials:

4,5-dimethyl-2-nitrobenzenamine

4,5-dimethyl-1,2-dinitrobenzene

N-(4,5-dimethyl-2-nitrophenyl)acetamide

4-acetamido-5-nitrophthalic acid