1,3-Bis-(2,3-dihydro-indol-1-yl)-propane-1,3-dione

Base Information

• Chemical Name: 1,3-Bis-(2,3-dihydro-indol-1-yl)-propane-1,3-dione
• CAS No.: 128099-74-1
• Molecular Formula: C₁₉H₁₈N₂O₂
• Molecular Weight: 306.364
• DSSTox Substance ID: DTXSID80367860
• Wikidata: Q82153994
• Mol file: 128099-74-1.mol

Synonyms:128099-74-1;1,3-Bis-(2,3-dihydro-indol-1-yl)-propane-1,3-dione;1,3-Di(indolin-1-yl)propane-1,3-dione;1,3-bis(2,3-dihydro-1H-indol-1-yl)propane-1,3-dione;1,3-bis(2,3-dihydroindol-1-yl)propane-1,3-dione;1,3-di(2,3-dihydro-1H-indol-1-yl)-1,3-propanedione;1,3-Di(2,3-dihydro-1H-indol-1-yl)propane-1,3-dione;1H-Indole, 1,1'-(1,3-dioxo-1,3-propanediyl)bis[2,3-dihydro- (9CI);Bionet2_000153;Oprea1_301056;DTXSID80367860;HMS1364G21;MFCD00139220;AKOS001073955;CS-0219464;EN300-04099;11E-922;SR-01000039484;SR-01000039484-1;Z56886426

Chemical Property of 1,3-Bis-(2,3-dihydro-indol-1-yl)-propane-1,3-dione

Chemical Property:

• Vapor Pressure: 1.35E-15mmHg at 25°C
• Boiling Point: 626.2°C at 760 mmHg
• Flash Point: 315.6°C
• Density: 1.294g/cm³
• XLogP3: 2.5
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 2
• Exact Mass: 306.136827821
• Heavy Atom Count: 23
• Complexity: 436

Purity/Quality:

97% ^*data from raw suppliers

1,3-Di(2,3-dihydro-1H-indol-1-yl)-1,3-propanedione ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1CN(C2=CC=CC=C21)C(=O)CC(=O)N3CCC4=CC=CC=C43

Technology Process of 1,3-Bis-(2,3-dihydro-indol-1-yl)-propane-1,3-dione

There total 3 articles about 1,3-Bis-(2,3-dihydro-indol-1-yl)-propane-1,3-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: 86.0%

1-indoline (496-15-1) + malonoyl dichloride (1663-67-8) → 1,3-bis-(2,3-dihydroindol-1-yl)propane-1,3-dione (128099-74-1)

Guidance literature:

1-indoline; With potassium carbonate; In tetrahydrofuran; at 0 ℃; Inert atmosphere;

malonoyl dichloride; In tetrahydrofuran; at 0 - 20 ℃; Inert atmosphere;

DOI:10.1016/j.bmc.2009.06.070

Reference yield: 72.0%

1-indoline (496-15-1) + diethyl malonate (105-53-3) → 1,3-bis-(2,3-dihydroindol-1-yl)propane-1,3-dione (128099-74-1)

Guidance literature:

at 200 ℃; for 1h;

DOI:10.1002/jhet.5570260609

Reference yield: 70.0%

1-indoline (496-15-1) + diethyl malonate (105-53-3) → 8-hydroxy-4,5-dihydro-7H-pyrrolo<3,2,1-ij>pyrano<3,2-c>quinoline-7,10-dione (128099-75-2) + 1,3-bis-(2,3-dihydroindol-1-yl)propane-1,3-dione (128099-74-1)

Guidance literature:

at 220 - 240 ℃;

DOI:10.1002/jhet.5570260609

upstream raw materials:

1-indoline

diethyl malonate

malonoyl dichloride

Downstream raw materials:

5,5-dichloro-1,2,5,6-tetrahydro-4H-pyrrolo<3,2,1-ij>quinoline-4,6-dione

6-hydroxy-5-nitro-1,2-dihydro-4H-pyrrolo<3,2,1-ij>quinolin-4-one

5-chloro-5-nitro-1,2,5,6-tetrahydro-4H-pyrrolo<3,2,1-ij>quinoline-4,6-dione