5-Benzoyl-2-benzimidazolinone

Base Information

• Chemical Name: 5-Benzoyl-2-benzimidazolinone
• CAS No.: 21472-33-3
• Molecular Formula: C14H10N2O2
• Molecular Weight: 238.246
• Hs Code.: 2933990090
• UNII: 63L08710V5
• DSSTox Substance ID: DTXSID90175756
• Nikkaji Number: J567.958C
• Wikidata: Q27263628
• ChEMBL ID: CHEMBL222203
• Mol file: 21472-33-3.mol

Synonyms:21472-33-3;5-Benzoyl-2-benzimidazolinone;5-benzoyl-1,3-dihydrobenzimidazol-2-one;5-benzoyl-1,3-dihydro-2H-benzimidazol-2-one;5-benzoyl-1H-benzo[d]imidazol-2(3H)-one;(2-Hydroxy-1H-benzimidazol-5-yl)phenylmethanone;2-Benzimidazolinone, 5-benzoyl-;63L08710V5;Oprea1_629069;CHEMBL222203;SCHEMBL24576213;DTXSID90175756;UNII-63L08710V5;STL509198;AKOS009144528;AKOS022194538;Mebendazole specified impurity B [EP];MEBENDAZOLE IMPURITY B [EP IMPURITY];AB00684070-01;SR-01000397723;SR-01000397723-1;Q27263628;5-(phenylcarbonyl)-1,3-dihydro-2H-benzimidazol-2-one;F0191-4581;Mebendazole Imp. B (EP);Mebendazole Related Compound B;Mebendazole Impurity B

Chemical Property of 5-Benzoyl-2-benzimidazolinone

Chemical Property:

• Vapor Pressure: 0.000286mmHg at 25°C
• Boiling Point: 322.1oC at 760 mmHg
• PKA: 11.57±0.30(Predicted)
• Flash Point: 122.9oC
• PSA: 65.98000
• Density: 1.286g/cm3
• LogP: 2.49950
• XLogP3: 1.9
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 2
• Exact Mass: 238.074227566
• Heavy Atom Count: 18
• Complexity: 350

Purity/Quality:

99.90% ^*data from raw suppliers

5-Benzoyl-1,3-dihydro-2H-benzimidazol-2-one ^*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=CC3=C(C=C2)NC(=O)N3
• Uses: This compound contains a benzimidazolone moiety which has been seen to inhibit p38 MAP kinase , a crucial protein in the activation of biological factors related to psoriasis, rheumatoid arthritis and other inflammatory diseases.

Technology Process of 5-Benzoyl-2-benzimidazolinone

There total 4 articles about 5-Benzoyl-2-benzimidazolinone 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%

1,3-dihydro-2H-benzimidazol-2-one (615-16-7) + Benzotrichlorid (98-07-7) → 5-benzoyl-1,3-dihydrobenzimidazol-2-one (21472-33-3)

Guidance literature:

HZSM-5; In 1,2-dichloro-ethane; Heating;

DOI:10.1016/S0040-4039(00)77182-6

Reference yield: 83.0%

carbon dioxide (124-38-9,18923-20-1) + 4-benzoylbenzene-1,2-diamine (39070-63-8) → 5-benzoyl-1,3-dihydrobenzimidazol-2-one (21472-33-3)

Guidance literature:

With tetrabutylammonium tungstate; In 1-methyl-pyrrolidin-2-one; at 139.84 ℃; for 24h; under 15001.5 Torr; Autoclave;

DOI:10.1002/anie.201203189

Reference yield: 40.0%

1,3-dihydro-2H-benzimidazol-2-one (615-16-7) + benzoyl chloride (98-88-4) → 5-benzoyl-1,3-dihydrobenzimidazol-2-one (21472-33-3)

Guidance literature:

HZSM-5; In 1,2-dichloro-ethane; Heating;

DOI:10.1016/S0040-4039(00)77182-6

upstream raw materials:

1,3-dihydro-2H-benzimidazol-2-one

benzoyl chloride

Benzotrichlorid

carbon dioxide

Refernces

• 1、 Yu, Bo,Zhang, Hongye,Zhao, Yanfei,Chen, Sha,Xu, Jilei,Hao, Leiduan,Liu, Zhimin. "DBU-based ionic-liquid-catalyzed carbonylation of o-phenylenediamines with CO2 to 2-benzimidazolones under solvent-free conditions". . p. 2076 - 2082. Retrieved 2013/09/24.
• 2、 Paul, Vincent,Sudalai,Daniel, Thomas,Srinivasan. "HZSM-5 catalysed regiospecific benzoylation of activated aromatic compounds". . p. 2601 - 2602. Retrieved 2007/10/02.