Methyl 2,5-diaminobenzoate

Base Information

• Chemical Name: Methyl 2,5-diaminobenzoate
• CAS No.: 49592-84-9
• Molecular Formula: C8H10N2O2
• Molecular Weight: 166.18
• Hs Code.: 2921599090
• DSSTox Substance ID: DTXSID40517081
• Nikkaji Number: J89.520B
• Wikidata: Q82378827
• Mol file: 49592-84-9.mol

Synonyms:Methyl 2,5-diaminobenzoate;49592-84-9;MFCD12913485;Methyl2,5-diaminobenzoate;SCHEMBL6168887;DTXSID40517081;HRZXQRHIENGYTL-UHFFFAOYSA-N;ZBA59284;AKOS010560895;AS-58728;SY027277;CS-0150865;FT-0767593;C75313;EN300-1254941;A913992

Chemical Property of Methyl 2,5-diaminobenzoate

Chemical Property:

• Vapor Pressure: 0.000127mmHg at 25°C
• Melting Point: 71-74 °C
• Boiling Point: 334.5oC at 760 mmHg
• PKA: 4.71±0.10(Predicted)
• Flash Point: 187.3oC
• PSA: 78.34000
• Density: 1.26g/cm3
• LogP: 1.80000
• Storage Temp.: Keep in dark place,Inert atmosphere,Room temperature
• XLogP3: 2
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 2
• Exact Mass: 166.074227566
• Heavy Atom Count: 12
• Complexity: 172

Purity/Quality:

95% ^*data from raw suppliers

Methyl 2,5-diaminobenzoate ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of Methyl 2,5-diaminobenzoate

There total 4 articles about Methyl 2,5-diaminobenzoate 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: 95.0%

5-nitroanthranilic acid methyl ester (3816-62-4) → methyl 2,5-diaminobenzoate (49592-84-9)

Guidance literature:

With palladium 10% on activated carbon; hydrogen; In tetrahydrofuran; for 24h; under 2068.65 Torr;

Reference yield:

methanol (67-56-1) + 1,4-phenylenediamine-2-carboxylic acid (610-74-2) → methyl 2,5-diaminobenzoate (49592-84-9)

Guidance literature:

With sulfuric acid;

DOI:10.1016/j.bmcl.2004.03.082

Reference yield:

2-amino-5-nitro-benzoic acid (616-79-5) → methyl 2,5-diaminobenzoate (49592-84-9)

Guidance literature:

Multi-step reaction with 2 steps

1: sulfuric acid / toluene / 24 h / Reflux

2: palladium 10% on activated carbon; hydrogen / tetrahydrofuran / 24 h / 2068.65 Torr

With sulfuric acid; palladium 10% on activated carbon; hydrogen; In tetrahydrofuran; toluene;

upstream raw materials:

5-nitroanthranilic acid methyl ester

methanol

1,4-phenylenediamine-2-carboxylic acid

2-amino-5-nitro-benzoic acid

Downstream raw materials:

octadecanoic acid (2-hydroxymethyl-4-octadecanoylamino-phenyl)-amide

Refernces

• 1、 -. "SMALL MOLECULES FOR INHIBITING MALE FERTILITY". Page/Page column 50; 53. . Retrieved 2015/10/05.
• 2、 Hahn, Witold E.,Osinski, Janusz. "REACTIONS OF 2-METHYLPYRAZOLOQUINAZOLIN-9-ONE DERIVATIVES". . p. 411 - 424. Retrieved 2007/10/02.