4,6-dimethyl-1H-indole-2,3-dione

Base Information

• Chemical Name: 4,6-dimethyl-1H-indole-2,3-dione
• CAS No.: 49820-06-6
• Molecular Formula: C10H9 N O2
• Molecular Weight: 175.187
• Hs Code.: 2933990090
• DSSTox Substance ID: DTXSID00368399
• Nikkaji Number: J1.280.327C
• Wikidata: Q82154905
• Mol file: 49820-06-6.mol

Synonyms:49820-06-6;4,6-dimethyl-1H-indole-2,3-dione;4,6-Dimethylindoline-2,3-dione;4,6-Dimethylisatin;4,6-dimethyl-2,3-dihydro-1H-indole-2,3-dione;SCHEMBL618886;DTXSID00368399;SHOAYKZGNWFWSU-UHFFFAOYSA-N;AMY31731;ZBA82006;MFCD03103379;STK272744;AKOS000200942;SB64839;AS-10450;CS-0038268;FT-0717909;EN300-01180;W16767;Z56887770

Chemical Property of 4,6-dimethyl-1H-indole-2,3-dione

Chemical Property:

• Boiling Point: °Cat760mmHg
• Flash Point: °C
• PSA: 46.17000
• Density: 1.25g/cm³
• LogP: 1.57620
• Storage Temp.: 2-8°C
• 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:

95% ^*data from raw suppliers

4,6-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=CC(=C2C(=C1)NC(=O)C2=O)C

Technology Process of 4,6-dimethyl-1H-indole-2,3-dione

There total 2 articles about 4,6-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: 14.0%

3-benzyl-3-hydroxy-5,7-dimethyl-1H-quinoline-2,4-dione (266348-65-6) → 4,6-dimethyl-1H-indole-2,3-dione (49820-06-6) + phenyl-acetic acid 4,6-dimethyl-2-oxo-2,3-dihydro-1H-indol-3-yl ester

Guidance literature:

With dmap; In xylene; for 8h; Heating;

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

Reference yield: 3.0%

3-hydroxy-5,7-dimethyl-3-phenyl-1H-quinoline-2,4-dione (266348-67-8) → 4,6-dimethyl-1H-indole-2,3-dione (49820-06-6) + 4-benzoyl-5,7-dimethyl-1,4-dihydro-benzo[d][1,3]oxazin-2-one

Guidance literature:

With N,N,N',N'-tetramethylguanidine; In xylene; for 6h; Heating;

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

Reference yield: 88.0%

4,6-dimethyl-1H-indole-2,3-dione (49820-06-6) → C17H15NO2 (1306909-36-3)

Guidance literature:

With potassium carbonate; In N,N-dimethyl-formamide; at 20 ℃; Inert atmosphere;

DOI:10.1021/acs.orglett.8b01827

upstream raw materials:

3-hydroxy-5,7-dimethyl-3-phenyl-1H-quinoline-2,4-dione

3-benzyl-3-hydroxy-5,7-dimethyl-1H-quinoline-2,4-dione

Downstream raw materials:

2-amino-4,6-dimethyl-benzoic acid

2'-amino-4-methoxy-3,4',5,6'-tetramethyldiphenyl ketone

2,4-dimethyl-6-(4-methylphenylsulfonamido)benzoic acid

4-methoxy-3,4',5,6'-tetramethyl-2'-(4-toluenesulphonamino)diphenyl ketone