2-Amino-4,5-dimethoxybenzoic acid

Base Information

• Chemical Name: 2-Amino-4,5-dimethoxybenzoic acid
• CAS No.: 5653-40-7
• Molecular Formula: C9H11NO4
• Molecular Weight: 197.191
• Hs Code.: 29225090
• European Community (EC) Number: 227-095-3
• DSSTox Substance ID: DTXSID90205087
• Nikkaji Number: J208.470H
• Wikidata: Q27451674
• Mol file: 5653-40-7.mol

Synonyms:2-Amino-4,5-dimethoxybenzoic acid;5653-40-7;4,5-Dimethoxyanthranilic acid;6-Aminoveratric acid;MFCD00011671;Benzoic acid, 2-amino-4,5-dimethoxy-;2-Amino-4,5-dimethoxy benzoic acid;EINECS 227-095-3;6-Amino-3,4-dimethoxybenzoic acid;6-Aminoveratricacid;2-amino-4,5-dimethoxy-benzoic acid;SCHEMBL85946;DTXSID90205087;AMY21281;rac 4-Hydroxymethyl Ambrisentan-d3;STR02280;2-amino 4,5-dimethoxy-benzoic acid;4,5-dimethoxy 2-amino benzoic acid;BBL015227;STK803197;AKOS000120275;BS-4093;CS-W019306;AC-25998;SY001271;2-Amino-4,5-dimethoxybenzoic acid, 98%;D2013;FT-0611081;EN300-20489;A20128;W-105512;Q27451674;F3048-0206;Z104478384;2-Amino-4,5-dimethoxybenzoic acid, technical, >=97.0% (T);14F

Chemical Property of 2-Amino-4,5-dimethoxybenzoic acid

Chemical Property:

• Appearance/Colour: Brown Solid
• Vapor Pressure: 9.09E-06mmHg at 25°C
• Melting Point: 156-166 °C
• Refractive Index: 1.5270 (estimate)
• Boiling Point: 358.645 °C at 760 mmHg
• PKA: 2.35±0.10(Predicted)
• Flash Point: 170.703 °C
• PSA: 81.78000
• Density: 1.295 g/cm³
• LogP: 1.56540
• Storage Temp.: Hygroscopic, -20°C Freezer, Under Inert Atmosphere
• Solubility.: Acetontrile (Slightly), DMSO (Slightly), Methanol (Slightly)
• Water Solubility.: Soluble in Methanol and Water
• XLogP3: 1.3
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 3
• Exact Mass: 197.06880783
• Heavy Atom Count: 14
• Complexity: 209

Purity/Quality:

98%, ^*data from raw suppliers

2-Amino-4,5-dimethoxybenzoic acid ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 37/39-26-36

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC1=C(C=C(C(=C1)C(=O)O)N)OC
• Uses: 2-Amino-4,5-dimethoxybenzoic acid is an important raw material and intermediate used in organic synthesis, pharmaceuticals, agrochemicals and dyestuff.

Technology Process of 2-Amino-4,5-dimethoxybenzoic acid

There total 11 articles about 2-Amino-4,5-dimethoxybenzoic acid 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: 97.0%

4,5-dimethoxy-2-nitro-benzoic acid (4998-07-6) → 2-Amino-4,5-dimethoxybenzoic acid (5653-40-7)

Guidance literature:

With palladium 10% on activated carbon; hydrogen; In methanol; at 20 ℃; for 6h; under 7600.51 Torr;

DOI:10.1039/c8ob00847g

Reference yield: 95.0%

2-azido-4,5-dimethoxybenzoic acid (117573-59-8) → 2-Amino-4,5-dimethoxybenzoic acid (5653-40-7)

Guidance literature:

With hydrogen iodide; at 20 ℃; for 2h;

DOI:10.1016/S0040-4039(02)01453-3

Reference yield: 92.0%

→ 2-Amino-4,5-dimethoxybenzoic acid (5653-40-7)

Guidance literature:

upstream raw materials:

4,5-dimethoxy-2-nitro-benzoic acid

methyl 2-amino-4,5-dimethoxybenzoate

2-azido-4,5-dimethoxybenzoic acid

methyl 3,4-dimethoxybenzoate

Downstream raw materials:

6,7-dimethoxy-2-methyl-4H-benzo[d] [1,3]oxazin-4-one

α-[(2-carboxy-4,5-dimethoxyphenyl)-amino]-γ-butyrolactone

3H-6,7-dimethoxyquinazolin-4-one

2-iodo-4,5-dimethoxybenzoic acid

Refernces

• 1、 Nunes, Paulo Sérgio Gon?alves,da Silva, Gabriel,Nascimento, Sofia,Mantoani, Susimaire Pedersoli,de Andrade, Peterson,Bernardes, Emerson Soares,Kawano, Daniel Fábio,Leopoldino, Andreia Machado,Carvalho, Ivone. "Synthesis, biological evaluation and molecular docking studies of novel 1,2,3-triazole-quinazolines as antiproliferative agents displaying ERK inhibitory activity". . . Retrieved 2021/05/26.
• 2、 Cheng, Zhi-Qiang,Ge, Yong-Xi,Jiang, Cheng-Shi,Jiao, Yang,Liu, Guangpu,Wang, Yin-Yin,Xie, Hong-Xu,Zhou, Lei,Zhu, Kongkai. "Synthesis and biological evaluation of quinoline/cinnamic acid hybrids as amyloid-beta aggregation inhibitors". . . Retrieved 2020/05/18.