3-AMINOPHTHALIC ACID

Base Information

• Chemical Name: 3-AMINOPHTHALIC ACID
• CAS No.: 5434-20-8
• Molecular Formula: C8H7NO4
• Molecular Weight: 181.148
• Hs Code.: 29224985
• European Community (EC) Number: 226-595-9
• NSC Number: 15741
• UNII: 7XV0V19ZDG
• DSSTox Substance ID: DTXSID9063879
• Nikkaji Number: J81.028B
• Wikipedia: 3-Aminophthalic_acid
• Wikidata: Q27268993
• ChEMBL ID: CHEMBL2420929
• Mol file: 5434-20-8.mol

Synonyms:3-Amino-1,2-benzenedicarboxylic acid;3-Aminobenzene-1,2-dicarboxylic acid;

Chemical Property of 3-AMINOPHTHALIC ACID

Chemical Property:

• Appearance/Colour: Yellow crystalline powder
• Vapor Pressure: 2.17E-08mmHg at 25°C
• Melting Point: 180-185 °C(lit.)
• Boiling Point: 436.4 °C at 760 mmHg
• PKA: 3.41±0.10(Predicted)
• Flash Point: 217.7 °C
• PSA: 100.62000
• Density: 1.551 g/cm³
• LogP: 1.24640
• Solubility.: soluble in Methanol
• XLogP3: 0.8
• Hydrogen Bond Donor Count: 3
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 2
• Exact Mass: 181.03750770
• Heavy Atom Count: 13
• Complexity: 228

Purity/Quality:

98% ^*data from raw suppliers

3-Aminophthalic Acid ^*data from reagent suppliers

Safty Information:

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

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: C1=CC(=C(C(=C1)N)C(=O)O)C(=O)O
• Uses: 3-Aminophthalic Acid is a reactant used in the preparation of local anesthetics. Also used as a precursor for a reagent in the synthesis of Apremilast (A729700).

Technology Process of 3-AMINOPHTHALIC ACID

There total 20 articles about 3-AMINOPHTHALIC 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%

3-nitrophthalic acid (603-11-2) → 3-aminophthalic acid (5434-20-8,857040-74-5)

Guidance literature:

With hydrogen; Pd in AV-17-8-Pd; In ethanol; at 40 ℃;

Reference yield: 81.0%

dimethyl 3-aminophthalate (34529-06-1) → 3-aminophthalic acid (5434-20-8,857040-74-5)

Guidance literature:

With sodium hydroxide; In methanol; for 2h; Reflux;

DOI:10.1039/c5ra08733c

Reference yield:

reactive blue 19 (2580-78-1) → 3-aminophthalic acid (5434-20-8,857040-74-5) + 1,4-dihydroxy-9,10-anthracenedione (81-64-1,103220-12-8) + 1,4-diamino-9,10-dioxo-9,10-dihydro-anthracene-2-sulfonic acid (4095-85-6) + 1-amino-9,10-anthracenedione (82-45-1) + benzene-1,2-dicarboxylic acid (88-99-3,73607-73-5)

Guidance literature:

With chitosan/polyaniline/CdS nanocomposite; for 2h; pH=6; pH-value; Catalytic behavior; Kinetics; Irradiation;

DOI:10.1016/j.apcata.2016.01.002

upstream raw materials:

3-nitrophthalic acid anhydride

3-nitrophthalic acid

2-amino-6-methylbenzoic acid

hydrogenchloride

Downstream raw materials:

4-amino-2-(2-chloro-phenyl)-isoindoline-1,3-dione

4-amino-2-o-tolyl-isoindoline-1,3-dione

quinoline-7-carboxylic acid

quinoline-5-carboxylic acid

Refernces

• 1、 Li, Jiao,Quan, Jie,Du, Jianxiu,Liu, Mei. "Chemiluminescence determination of trimetazidine via inducing the aggregation of gold nanoparticles". . p. 33 - 37. Retrieved 2013.
• 2、 Chen, Chaochao,O'Hagan, Michael P.,Ouyang, Yu,Vázquez-González, Margarita,Wang, Zhanhui,Willner, Itamar. "Enzyme-Loaded Hemin/G-Quadruplex-Modified ZIF-90 Metal–Organic Framework Nanoparticles: Bioreactor Nanozymes for the Cascaded Oxidation of N-hydroxy-l-arginine and Sensing Applications". . . Retrieved 2022/01/19.
• 3、 -. "Synthesis method of methyl 2-acetyl-6-aminobenzoate". Paragraph 0055; 0057; 0058; 0069; 0071; 0072. . Retrieved 2020/05/01.