3-Benzoylindole

Base Information

• Chemical Name: 3-Benzoylindole
• CAS No.: 15224-25-6
• Molecular Formula: C15H11 N O
• Molecular Weight: 221.258
• Hs Code.: 2933990090
• European Community (EC) Number: 239-274-3
• NSC Number: 149903,81264
• UNII: PCO4O32860
• DSSTox Substance ID: DTXSID10164980
• Nikkaji Number: J45.428A
• Wikidata: Q27286482
• ChEMBL ID: CHEMBL1452995
• Mol file: 15224-25-6.mol

Synonyms:3-Benzoylindole;15224-25-6;1H-Indol-3-yl(phenyl)methanone;(1H-Indol-3-yl)-phenyl-methanone;Indole, 3-benzoyl-;3-benzoyl-1H-indole;Ketone, indol-3-yl phenyl;Methanone, 1H-indol-3-ylphenyl-;UNII-PCO4O32860;PCO4O32860;EINECS 239-274-3;NSC-81264;NSC-149903;(1H-Indol-3-yl)(phenyl)methanone;1H-indol-3-yl-phenylmethanone;NSC81264;Oprea1_058429;Oprea1_309632;MLS001181912;SCHEMBL3279652;CHEMBL1452995;DTXSID10164980;HMS1607K12;HMS2853M19;1H-Indol-3-yl(phenyl)methanone #;MFCD00022721;NSC 81264;NSC149903;STK020419;AKOS000111851;CCG-103222;NSC 149903;NCGC00246642-01;AS-36405;SMR000567726;CS-0320898;FT-0655395;A921113;SR-01000389850;SR-01000389850-1;BRD-K67717745-001-07-9;Q27286482

Chemical Property of 3-Benzoylindole

Chemical Property:

• Vapor Pressure: 2.48E-07mmHg at 25°C
• Melting Point: 170 °C
• Boiling Point: 422.1°Cat760mmHg
• PKA: 15.55±0.30(Predicted)
• Flash Point: 214.9°C
• PSA: 32.86000
• Density: 1.229g/cm³
• LogP: 3.39890
• XLogP3: 3.7
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 2
• Exact Mass: 221.084063974
• Heavy Atom Count: 17
• Complexity: 283

Purity/Quality:

98%min ^*data from raw suppliers

3-Benzoylindole ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C(C=C1)C(=O)C2=CNC3=CC=CC=C32

Technology Process of 3-Benzoylindole

There total 85 articles about 3-Benzoylindole 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%

3-(N-methyl-benzenecarboximidoyl)indole hydrogen tetrafluoroborate → 3-benzoylindole (15224-25-6)

Guidance literature:

With water; sodium acetate; for 0.166667h; Reflux;

DOI:10.1016/j.tet.2015.05.005

Reference yield: 98.0%

3-benzyl-1H-indole (16886-10-5) → 3-benzoylindole (15224-25-6)

Guidance literature:

With tert.-butylnitrite; 2,3-dicyano-5,6-dichloro-p-benzoquinone; In acetonitrile; at 20 ℃; for 15h; Irradiation;

DOI:10.1002/cctc.201600704

Reference yield: 97.0%

N-benzoylindole (1496-76-0) → 3-benzoylindole (15224-25-6)

Guidance literature:

With aluminum oxide; In neat (no solvent); at 100 ℃; for 0.0666667h; Microwave irradiation; Green chemistry;

DOI:10.1039/c3nj00854a

upstream raw materials:

indole

ethylmagnesium bromide

N,N-dimethylbenzamide

2-Ethoxy-2-phenyl-1,3-dioxolane

Downstream raw materials:

N-methoxycarbonyl-3-benzoylindole

N-ethoxycarbonyl-3-benzoylindole

phenyl(1-tosyl-1H-indol-3-yl)methanone

tert-butyl 3-benzoyl-1H-indole-1-carboxylate

Refernces

• 1、 Dolciami, Daniela,Gargaro, Marco,Cerra, Bruno,Scalisi, Giulia,Bagnoli, Luana,Servillo, Giuseppe,Della Fazia, Maria Agnese,Puccetti, Paolo,Quintana, Francisco J.,Fallarino, Francesca,Macchiarulo, Antonio. "Binding Mode and Structure–Activity Relationships of ITE as an Aryl Hydrocarbon Receptor (AhR) Agonist". . p. 270 - 279. Retrieved 2018.
• 2、 Bergman, Jan,Venemalm, Lennart. "Acylation of the zinc salt of indole". . p. 6061 - 6066. Retrieved 1990.
• 3、 Basak, Shubhajit,Paul, Tripti,Punniyamurthy, Tharmalingam. "Palladium-Catalyzed 2-fold C-H Activation/C-C Coupling for C4-Arylation of Indoles Using Weak Chelation". supporting information. . Retrieved 2022/01/20.
• 4、 Diana-Rivero, Raquel,García-Tellado, Fernando,Tejedor, David. "A general and scalable synthesis of polysubstituted indoles". . . Retrieved 2021/06/14.