1,5-Dimethylindoline-2,3-dione

Base Information

• Chemical Name: 1,5-Dimethylindoline-2,3-dione
• CAS No.: 66440-60-6
• Molecular Formula: C10H9NO2
• Molecular Weight: 175.187
• Hs Code.: 2933990090
• DSSTox Substance ID: DTXSID20216666
• Nikkaji Number: J1.318.728B
• Wikidata: Q83092937
• ChEMBL ID: CHEMBL2228491
• Mol file: 66440-60-6.mol

Synonyms:66440-60-6;1,5-DIMETHYLINDOLINE-2,3-DIONE;1,5-Dimethyl-1H-indole-2,3-dione;1,5-dimethylindole-2,3-dione;1,5-Dimethylisatin;1,5-dimethyl-2,3-dihydro-1H-indole-2,3-dione;1H-Indole-2,3-dione, 1,5-dimethyl-;SCHEMBL9029012;CHEMBL2228491;DTXSID20216666;MFCD00565657;STL477537;AKOS000246024;SB64721;BS-38431;CS-0239683;EN300-217639;SR-01000507636;SR-01000507636-1;Z111676406

Chemical Property of 1,5-Dimethylindoline-2,3-dione

Chemical Property:

• Vapor Pressure: 0.00022mmHg at 25°C
• Boiling Point: 326.1°Cat760mmHg
• Flash Point: 153.3°C
• PSA: 37.38000
• Density: 1.261g/cm³
• LogP: 1.21910
• XLogP3: 0.9
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 0
• Exact Mass: 175.063328530
• Heavy Atom Count: 13
• Complexity: 262

Purity/Quality:

97% ^*data from raw suppliers

1,5-Dimethyl-2,3-dihydro-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=CC2=C(C=C1)N(C(=O)C2=O)C
• Uses: 1,5-Dimethyl-2,3-dihydro-1H-indole-2,3-dione is used in preparation of Spiro-epoxidized Indole-cyclopentenobutyrolactone compounds.

Technology Process of 1,5-Dimethylindoline-2,3-dione

There total 3 articles about 1,5-Dimethylindoline-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%

1,5-dimethyl-1H-indole (27816-53-1) → 1,5-dimethyl-1H-indole-2,3-dione (66440-60-6)

Guidance literature:

With N-iodo-succinimide; 1-hydroxy-3H-benz[d][1,2]iodoxole-1,3-dione; In dimethyl sulfoxide; at 15 - 25 ℃; for 4h;

DOI:10.1016/j.tet.2019.02.033

Reference yield: 72.0%

N-(4-methylphenyl)-N-methyl-3-phenylpropiolamide (1015230-86-0) → 1,5-dimethyl-1H-indole-2,3-dione (66440-60-6) + benzoic acid (65-85-0,8013-63-6)

Guidance literature:

With 2,2,6,6-Tetramethyl-1-piperidinyloxy free radical; water; oxygen; copper(ll) bromide; palladium(II) bromide; In 1,4-dioxane; at 80 ℃; for 48h; under 760.051 Torr; Schlenk technique;

DOI:10.1007/s11426-019-9633-x

Reference yield: 66.0%

1,5-dimethyl-1H-indole (27816-53-1) → 1,5-dimethyl-1H-indole-2,3-dione (66440-60-6) + N-(2-formyl-4-methylphenyl)-N-methylformamide

Guidance literature:

With potassium phosphate; 5,6-bis(5-methoxythiophen-2-yl)pyrazine-2,3-dicarbonitrile; oxygen; In water; acetonitrile; at 25 ℃; for 16h; pH=12.7; chemoselective reaction; Irradiation;

DOI:10.1021/acscatal.6b01969

upstream raw materials:

1,5-dimethyl-1H-indole

N-(4-methylphenyl)-N-methyl-3-phenylpropiolamide

Downstream raw materials:

1,5-dimethyl-1H-indole-2,3-dione 3-(N-allylthiosemicarbazone)

1,5-dimethyl-1H-indole-2,3-dione 3-(N-benzylthiosemicarbazone)

1,5-dimethyl-1H-indole-2,3-dione 3-[N-(4-nitrophenyl)thiosemicarbazone]

1,5-dimethyl-1H-indole-2,3-dione 3-[N-(4-fluorophenyl)thiosemicarbazone]