2,3-Dioxoindoline-5-carboxylic acid

Base Information

• Chemical Name: 2,3-Dioxoindoline-5-carboxylic acid
• CAS No.: 25128-32-9
• Molecular Formula: C9H5NO4
• Molecular Weight: 191.143
• Hs Code.: 2933990090
• European Community (EC) Number: 828-119-0
• DSSTox Substance ID: DTXSID30390825
• Wikidata: Q72472816
• ChEMBL ID: CHEMBL208034
• Mol file: 25128-32-9.mol

Synonyms:2,3-Dioxoindoline-5-carboxylic acid;25128-32-9;2,3-dioxo-1H-indole-5-carboxylic Acid;5-CARBOXYISATIN;MFCD00967204;2,3-dioxo-2,3-dihydro-1H-indole-5-carboxylic acid;1H-Indole-5-carboxylic acid, 2,3-dihydro-2,3-dioxo-;2,3-DIOXO-5-INDOLINECARBOXYLIC ACID;2,3-Dioxoindoline-5-carboxylicAcid;CHEMBL208034;SCHEMBL1050601;DTXSID30390825;CHEBI:149850;STK914052;AKOS000144050;AB07846;FS-5896;SY003038;CS-0060643;FT-0638496;EN300-52873;A877696;AN-212/12566899;Z247609856

Chemical Property of 2,3-Dioxoindoline-5-carboxylic acid

Chemical Property:

• Melting Point: 295 °C(Solv: acetic acid (64-19-7))
• PKA: 3.56±0.20(Predicted)
• PSA: 83.47000
• Density: 1.591g/cm3
• LogP: 0.65760
• Storage Temp.: Sealed in dry,Room Temperature
• XLogP3: 0.2
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 1
• Exact Mass: 191.02185764
• Heavy Atom Count: 14
• Complexity: 312

Purity/Quality:

97% ^*data from raw suppliers

2,3-Dioxoindoline-5-carboxylicacid ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC2=C(C=C1C(=O)O)C(=O)C(=O)N2

Technology Process of 2,3-Dioxoindoline-5-carboxylic acid

There total 15 articles about 2,3-Dioxoindoline-5-carboxylic 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: 45.0%

C9H8N2O4 → 1H-indole-2,3-dione-5-carboxylic acid (25128-32-9)

Guidance literature:

With sulfuric acid; at 55 - 80 ℃;

DOI:10.1021/jm0602256

Reference yield:

N-(4-ethoxycarbonylphenyl)-2-(hydroxyimino)acetamide (17122-79-1) → 1H-indole-2,3-dione-5-carboxylic acid (25128-32-9)

Guidance literature:

With sulfuric acid; at 90 ℃; for 0.5h;

DOI:10.1021/jm0602357

Reference yield:

4-(2-hydroxyimino-acetylamino)-benzoic acid (17122-78-0) → 1H-indole-2,3-dione-5-carboxylic acid (25128-32-9)

Guidance literature:

With sulfuric acid; at 50 - 55 ℃; for 0.5h; Inert atmosphere;

DOI:10.1016/j.bmc.2013.11.028

upstream raw materials:

5-(trifluoromethyl)isatin

4-(2-hydroxyimino-acetylamino)-benzoic acid methyl ester

N-(4-ethoxycarbonylphenyl)-2-(hydroxyimino)acetamide

4-amino-benzoic acid

Downstream raw materials:

3-hydroxy-2-phenyl-quinoline-4,6-dicarboxylic acid

2-phenylquinoline-4,6-dicarboxylic acid

2-oxo-3-[(4-sulfamoyl-phenyl)-hydrazono]-2,3-dihydro-1H-indole-5-carboxylic acid

2,3-dioxo-N-phenylindoline-5-carboxamide