9H-carbazol-3-yl(phenyl)methanone

Base Information

• Chemical Name: 9H-carbazol-3-yl(phenyl)methanone
• CAS No.: 19264-66-5
• Molecular Formula: C19H13NO
• Molecular Weight: 271.318
• DSSTox Substance ID: DTXSID70386166
• Nikkaji Number: J417.305H
• Wikidata: Q82179408
• Mol file: 19264-66-5.mol

Synonyms:9H-carbazol-3-yl(phenyl)methanone;Methanone, 9H-carbazol-3-ylphenyl-;19264-66-5;CBMicro_049210;Oprea1_831729;3-BENZOYL-9H-CARBAZOLE;SCHEMBL11069044;KRVWAQOVNROOGA-UHFFFAOYSA-;9H-carbazol-3-yl-phenylmethanone;DTXSID70386166;BIM-0049084.P001;InChI=1/C19H13NO/c21-19(13-6-2-1-3-7-13)14-10-11-18-16(12-14)15-8-4-5-9-17(15)20-18/h1-12,20H

Chemical Property of 9H-carbazol-3-yl(phenyl)methanone

Chemical Property:

• XLogP3: 5.1
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 2
• Exact Mass: 271.099714038
• Heavy Atom Count: 21
• Complexity: 387

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C(C=C1)C(=O)C2=CC3=C(C=C2)NC4=CC=CC=C43

Technology Process of 9H-carbazol-3-yl(phenyl)methanone

There total 21 articles about 9H-carbazol-3-yl(phenyl)methanone 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: 90.0%

9H-carbazole (86-74-8,105184-46-1,97960-57-1) + benzoyl chloride (98-88-4) → 9H-carbazole-3-yl(phenyl)methanone (19264-66-5)

Guidance literature:

With aluminum (III) chloride; In 1,2-dichloro-ethane; at 0 - 20 ℃;

Reference yield: 77.0%

3,4-dichlorobenzophenone (6284-79-3) + aniline (62-53-3) → 9H-carbazole-3-yl(phenyl)methanone (19264-66-5)

Guidance literature:

With potassium phosphate; tricyclohexylphosphine; palladium diacetate; In 1-methyl-pyrrolidin-2-one; at 130 ℃; for 18h;

DOI:10.1002/anie.200603833

Reference yield: 76.0%

(9H-carbazole-3,9-diyl)bis(phenylmethanone) → 9H-carbazole-3-yl(phenyl)methanone (19264-66-5)

Guidance literature:

With 1,8-diazabicyclo[5.4.0]undec-7-ene; In methanol; for 2h; Reflux;

DOI:10.1039/c4ob00686k

upstream raw materials:

9-benzoyl-9H-carbazole

phenyl-(5,6,7,8-tetrahydro-carbazol-3-yl)-ketone

phenyl-(1-phenyl-1H-benzotriazol-5-yl)-ketone

9H-carbazole

Downstream raw materials:

3-Benzoyl-9-methylcarbazol

9-acetyl-3-benzoylcarbazole

Refernces

• 1、 Kolli, Sunder Kumar,Prasad, Bagineni,Babu, P. Vijaya,Ashfaq, Mohd Ashraf,Ehtesham, Nasreen Z.,Raju, R. Ramesh,Pal, Manojit. "TFAA/H3PO4 mediated unprecedented N-acylation of carbazoles leading to small molecules possessing anti-proliferative activities against cancer cells". . p. 6080 - 6084. Retrieved 2014/08/05.
• 2、 Ackermann, Lutz,Althammer, Andreas. "Domino N-H/C-H bond activation: Palladium-catalyzed synthesis of annulated heterocycles using dichloro(hetero)arenes". . p. 1627 - 1629. Retrieved 2008/02/13.