4,7-dimethyl-1H-indole-2,3-dione

Base Information

• Chemical Name: 4,7-dimethyl-1H-indole-2,3-dione
• CAS No.: 15540-90-6
• Molecular Formula: C10H9 N O2
• Molecular Weight: 175.187
• Hs Code.: 2933990090
• European Community (EC) Number: 651-338-6
• DSSTox Substance ID: DTXSID20390819
• Nikkaji Number: J1.280.326E
• Wikidata: Q82187870
• ChEMBL ID: CHEMBL223254
• Mol file: 15540-90-6.mol

Synonyms:4,7-dimethyl-1H-indole-2,3-dione;15540-90-6;4,7-Dimethylisatin;4,7-dimethylindoline-2,3-dione;4,7-dimethyl-2,3-dihydro-1H-indole-2,3-dione;4,7-dimethyl isatin;Isatin-based compound, 47;CHEMBL223254;SCHEMBL5323338;BDBM22827;DTXSID20390819;VYRDPBOVRAVNKT-UHFFFAOYSA-N;MFCD00047217;STK416216;AKOS000145072;SB64430;AS-10297;FT-0683266;EN300-36227;I10166;A883649;F0920-4749;Z247609638

Chemical Property of 4,7-dimethyl-1H-indole-2,3-dione

Chemical Property:

• Refractive Index: 1.586
• PSA: 46.17000
• Density: 1.25g/cm³
• LogP: 1.57620
• XLogP3: 1.4
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 0
• Exact Mass: 175.063328530
• Heavy Atom Count: 13
• Complexity: 262

Purity/Quality:

98% ^*data from raw suppliers

4,7-Dimethyl-1H-indole-2,3-dione ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=C2C(=C(C=C1)C)NC(=O)C2=O
• Uses: 4,7-Dimethyl-1H-indole-2,3-dione is used to prepare decamethylanthracene.

Technology Process of 4,7-dimethyl-1H-indole-2,3-dione

There total 11 articles about 4,7-dimethyl-1H-indole-2,3-dione 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: 81.0%

3-butyl-3-hydroxy-5,8-dimethyl-1H-quinoline-2,4-dione (266348-59-8) → 4,7-dimethyl-indole-2,3-dione (15540-90-6) + pentanoic acid 4,7-dimethyl-2-oxo-2,3-dihydro-1H-indol-3-yl ester

Guidance literature:

With Triphenylphosphine oxide; In xylene; for 3h; Heating;

DOI:10.1016/S0040-4020(00)00057-0

Reference yield: 72.0%

N-(2,5-dimethylphenyl)-2-hydroxyiminoacetamide (15540-89-3) → 4,7-dimethyl-indole-2,3-dione (15540-90-6)

Guidance literature:

With sulfuric acid; In water; at 60 - 75 ℃; for 0.916667h;

DOI:10.1039/P19820001637

Reference yield: 65.0%

chloral hydrate (302-17-0) + 2,5-Dimethylaniline (95-78-3) → 4,7-dimethyl-indole-2,3-dione (15540-90-6)

Guidance literature:

chloral hydrate; 2,5-Dimethylaniline; With hydrogenchloride; hydroxylamine hydrochloride; sodium sulfate; In water; at 55 ℃; for 18h;

With sulfuric acid; In water; at 0 - 80 ℃; for 1h;

DOI:10.1002/anie.201707531

upstream raw materials:

oxalyl dichloride

2,5-dimethylaniline hydrochloride

N-(2,5-dimethylphenyl)-2-hydroxyiminoacetamide

3-benzyl-3-hydroxy-5,8-dimethyl-1,2,3,4-tetrahydroquinoline-2,4-dione

Downstream raw materials:

4,7-Dimethyl-2-indolinon

2-amino-3,6-dimethylbenzoic acid

2-amino-3,6-dimethylbenzoic acid methyl ester

3,6-dimethylbenzenediazonium 2-carboxylate