indeno[1,2-b]indol-10(5H)-one

Base Information

• Chemical Name: indeno[1,2-b]indol-10(5H)-one
• CAS No.: 53904-16-8
• Molecular Formula: C15H9NO
• Molecular Weight: 219.243
• DSSTox Substance ID: DTXSID90382943
• Nikkaji Number: J1.711.894C
• Wikidata: Q82174433
• ChEMBL ID: CHEMBL2011585
• Mol file: 53904-16-8.mol

Synonyms:indeno[1,2-b]indol-10(5H)-one;53904-16-8;Oprea1_474629;SCHEMBL6503650;CHEMBL2011585;DTXSID90382943;Indeno[1,2-b]indole-10(5H)-one;5,10-dihydroindeno[ 1,2-b]indol-10-one

Chemical Property of indeno[1,2-b]indol-10(5H)-one

Chemical Property:

• Vapor Pressure: 9.72E-09mmHg at 25°C
• XLogP3: 3.2
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 0
• Exact Mass: 219.068413911
• Heavy Atom Count: 17
• Complexity: 340

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C2C(=C1)C3=C(C2=O)C4=CC=CC=C4N3

Technology Process of indeno[1,2-b]indol-10(5H)-one

There total 22 articles about indeno[1,2-b]indol-10(5H)-one 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: 99.0%

(1H-indol-3-yl)(2-iodophenyl)methanone (53904-15-7) → 5,10-dihydroindeno<1,2-b>indol-10-one (53904-16-8)

Guidance literature:

With cesium acetate; palladium diacetate; triphenylphosphine; In N,N-dimethyl acetamide; at 100 ℃; for 12h; Inert atmosphere;

Reference yield: 96.0%

3-hydroxy-2-(2-nitrophenyl)-1H-inden-1-one (1301219-49-7) → 5,10-dihydroindeno<1,2-b>indol-10-one (53904-16-8)

Guidance literature:

With iron; acetic acid; for 2.5h; Reflux;

DOI:10.1002/ejoc.201001357

Reference yield: 91.0%

carbon monoxide (201230-82-2) + C19H18BrNO2 (1613221-17-2) → 5,10-dihydroindeno<1,2-b>indol-10-one (53904-16-8)

Guidance literature:

With 1,4-diaza-bicyclo[2.2.2]octane; palladium diacetate; catacxium A; In 1-methyl-pyrrolidin-2-one; at 120 ℃; for 12h; under 760.051 Torr; Schlenk technique;

upstream raw materials:

5-benzensulfonyl-5,10-dihydro-10-trimethylsilylindeno<1,2-b>indole

5,10-dihydroindeno[1,2-b]indole

3-azido-2-phenylindan-1-one

carbon monoxide

Downstream raw materials:

2-(indeno[1,2-b]indol-10(5H)-ylidene)-N-phenylhydrazinecarbothioamide

2-(indeno[1,2-b]indol-10(5H)-ylidene)-N-phenylhydrazinecarboxamide

10-(2-phenylhydrazono)-5,10-dihydroindeno[1,2-b]indole