6,7-dimethyl-1H-indole-2,3-dione

Base Information

• Chemical Name: 6,7-dimethyl-1H-indole-2,3-dione
• CAS No.: 20205-43-0
• Molecular Formula: C10H9NO2
• Molecular Weight: 175.187
• Hs Code.: 2933990090
• DSSTox Substance ID: DTXSID80365245
• Wikidata: Q82149754
• Mol file: 20205-43-0.mol

Synonyms:6,7-dimethyl-1H-indole-2,3-dione;20205-43-0;6,7-Dimethylindoline-2,3-dione;6,7-dimethyl-2,3-dihydro-1H-indole-2,3-dione;SCHEMBL2892415;DTXSID80365245;GVRLEGBOODEAOX-UHFFFAOYSA-N;MFCD00047221;STK416215;AKOS000200843;SB64787;LS-01239;FT-0732562;EN300-01181;F87197;A909692;SR-01000452426;SR-01000452426-1;Z56886407;F0911-2943

Chemical Property of 6,7-dimethyl-1H-indole-2,3-dione

Chemical Property:

• Boiling Point: °Cat760mmHg
• Flash Point: °C
• 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%Min ^*data from raw suppliers

6,7-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=C(C2=C(C=C1)C(=O)C(=O)N2)C

Technology Process of 6,7-dimethyl-1H-indole-2,3-dione

There total 7 articles about 6,7-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: 70.0%

2,3-dimethyl-α-isonitrosoacetanilide (6579-44-8) → 6,7-dimethylisatin (20205-43-0)

Guidance literature:

With methanesulfonic acid; at 70 - 80 ℃; for 1.25h;

Reference yield: 70.0%

N-(2,3-dimethyl-phenyl)-2-hydroxyimino-acetamide → 6,7-dimethylisatin (20205-43-0)

Guidance literature:

With methanesulfonic acid; at 70 - 80 ℃; for 1.25h;

Reference yield:

2,3-Dimethylaniline (87-59-2) → 6,7-dimethylisatin (20205-43-0)

Guidance literature:

Multi-step reaction with 2 steps

1: hydroxylamine hydrochloride; sodium sulfate; aq. HCl / 55 °C

2: conc. sulfuric acid / 55 - 80 °C

With hydrogenchloride; sulfuric acid; hydroxylamine hydrochloride; sodium sulfate; 1: Sandmeyer reaction;

DOI:10.1021/jm0602256

upstream raw materials:

2,3-dimethyl-α-isonitrosoacetanilide

oxalyl dichloride

2,3-Dimethylaniline

chloral hydrate

Downstream raw materials:

2-amino-3,4-dimethylbenzoic acid

2-(β-Anilinovinyl)-3-ethyl-6,7-dimethylindolo<3,2-d>thiazolium iodide

2-(benzoylamino)-1,2,3,6-tetrahydro-6-oxocyclopenta[c]fluorene-2-carboxylic acid

(2R)-2-(benzoylamino)-N-(N-cyclohexylphenylalanyl)-1,2,3,6-tetrahydro-6-oxocyclopenta[c]fluorene-2-carboxamide

Refernces

• 1、 Premachandra, Ilandari Dewage Udara Anulal,Scott, Kevin A.,Shen, Chengtian,Wang, Fuqiang,Lane, Shelley,Liu, Haoping,Van Vranken, David L.. "Potent Synergy between Spirocyclic Pyrrolidinoindolinones and Fluconazole against Candida albicans". . p. 1672 - 1686. Retrieved 2015/10/06.
• 2、 Huang, Adrian,Moretto, Alessandro,Janz, Kristin,Lowe, Michael,Bedard, Patricia W.,Tam, Steve,Di, Li,Clerin, Valerie,Sushkova, Natalia,Tchernychev, Boris,Tsao, Desiree H. H.,Keith Jr., James C.,Shaw, Gray D.,Schaub, Robert G.,Wang, Qin,Kaila, Neelu. "Discovery of 2-[1-(4-Chlorophenyl)cyclopropyl]-3-hydroxy-8- (trifluoromethyl)quinoline-4-carboxylic acid (PSI-421), a P-selectin inhibitor with improved pharmacokinetic properties and oral efficacy in models of vascular injury". scheme or table. p. 6003 - 6017. Retrieved 2010/11/19.