Indole-4,7-dione

Base Information

• Chemical Name: Indole-4,7-dione
• CAS No.: 20342-64-7
• Molecular Formula: C8H5 N O2
• Molecular Weight: 147.13
• Hs Code.: 2933990090
• UNII: C238FB5W7N
• DSSTox Substance ID: DTXSID20174252
• Nikkaji Number: J452.976F
• Wikidata: Q27122697
• Pharos Ligand ID: D21D2PRFCG9A
• Metabolomics Workbench ID: 57821
• ChEMBL ID: CHEMBL500863
• Mol file: 20342-64-7.mol

Synonyms:indole-4,7-dione

Chemical Property of Indole-4,7-dione

Chemical Property:

• Vapor Pressure: 1.2E-05mmHg at 25°C
• Boiling Point: 369.3°Cat760mmHg
• Flash Point: 180.7°C
• PSA: 49.93000
• Density: 1.458g/cm³
• LogP: 0.94990
• XLogP3: 0.6
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 0
• Exact Mass: 147.032028402
• Heavy Atom Count: 11
• Complexity: 245

Purity/Quality:

1H-Indole-4,7-dione 97.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC(=O)C2=C(C1=O)C=CN2

Technology Process of Indole-4,7-dione

There total 9 articles about Indole-4,7-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: 100.0%

4,7-dioxo-4,7-dihydro-indole-1-carboxylic acid tert-butyl ester (538368-18-2) → 1H-indole-4,7-dione (20342-64-7)

Guidance literature:

With trifluoroacetic acid; In dichloromethane; at 20 ℃; for 2h;

DOI:10.1016/S0040-4039(03)00320-4

Reference yield: 74.0%

4,7-dimethoxylindole (23876-39-3) → 1H-indole-4,7-dione (20342-64-7) + 4,7-Dioxo-4,7-dihydro-indole-1-carboxylic acid ethyl ester

Guidance literature:

With ammonium cerium(IV) nitrate; In water; acetonitrile; for 1.5h; Ambient temperature;

Reference yield: 23.0%

1H-indol-4-ol (2380-94-1) → 1H-indole-4,7-dione (20342-64-7)

Guidance literature:

With potassium dihydrogenphosphate; potassiuim nitrosodisulfonate; In ethanol; at 20 ℃; for 5h;

DOI:10.1016/j.bmcl.2006.09.076

upstream raw materials:

4,7-dimethoxylindole

4,7-dimethoxyindole-1-carboxylic acid ethyl ester

4,7-dioxo-4,7-dihydro-indole-1-carboxylic acid tert-butyl ester

1H-indol-4-ol

Downstream raw materials:

N-[2-(4,9-dioxo-4,9-dihydro-1H-pyrrolo[3,2-g]quinolin-5-yl)-phenyl]-2,2,2-trifluoro-acetamide

Refernces

• 1、 -. "SUBSTITUTED QUINONE INDOLEAMINE 2,3-DIOXYGENASE (IDO) INHIBITORS AND SYNTHESES AND USES THEREFOR". Page/Page column 69-70. . Retrieved 2008/12/05.
• 2、 Legentil, Laurent,Bastide, Jean,Delfourne, Evelyne. "Total synthesis of the marine pyridoacridine alkaloid sebastianine A". . p. 2473 - 2475. Retrieved 2007/10/03.