4'-Benzoylbenzanilide

Base Information

• Chemical Name: 4'-Benzoylbenzanilide
• CAS No.: 19617-84-6
• Molecular Formula: C20H15NO2
• Molecular Weight: 301.345
• Hs Code.: 2924299090
• European Community (EC) Number: 243-187-6
• NSC Number: 156226
• UNII: S8DW84HTA5
• DSSTox Substance ID: DTXSID4075168
• Nikkaji Number: J82.880G
• Wikidata: Q82003188
• ChEMBL ID: CHEMBL1539306
• Mol file: 19617-84-6.mol

Synonyms:N-(4-benzoylphenyl)benzamide;4'-Benzoylbenzanilide;19617-84-6;4/'-Benzoylbenzanilide;S8DW84HTA5;Benzamide, N-(4-benzoylphenyl)-;EINECS 243-187-6;NSC-156226;NSC156226;4-Benzamidobenzophenone;UNII-S8DW84HTA5;4-(Benzoylamino)benzophenone;Oprea1_003779;Oprea1_660680;MLS001202304;IFLab1_003497;SCHEMBL5344166;CHEMBL1539306;DTXSID4075168;HMS1421O21;HMS2861P16;STK085931;AKOS000484678;N-[4-(phenylcarbonyl)phenyl]benzamide;NSC 156226;NCGC00245931-01;SMR000565002;AH-034/04489007;SR-01000596884;SR-01000596884-1

Chemical Property of 4'-Benzoylbenzanilide

Chemical Property:

• Boiling Point: 406oC at 760 mmHg
• Flash Point: 134.6oC
• PSA: 46.17000
• Density: 1.222g/cm3
• LogP: 4.24290
• XLogP3: 4
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 4
• Exact Mass: 301.110278721
• Heavy Atom Count: 23
• Complexity: 400

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: C1=CC=C(C=C1)C(=O)C2=CC=C(C=C2)NC(=O)C3=CC=CC=C3

Technology Process of 4'-Benzoylbenzanilide

There total 21 articles about 4'-Benzoylbenzanilide 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: 89.0%

(4-aminophenyl)(phenyl)methanone (1137-41-3,444317-48-0) + benzoyl chloride (98-88-4) → N-(4-benzoylphenyl)benzamide (19617-84-6)

Guidance literature:

With pyridine; In dichloromethane; at 20 ℃; for 3h;

DOI:10.1016/S0223-5234(01)01330-7

Reference yield: 71.0%

(4-benzoylphenyl)boronic acid + N-(pivaloyloxy)benzamide (61650-22-4) → N-(4-benzoylphenyl)benzamide (19617-84-6)

Guidance literature:

With dichloro(pentamethylcyclopentadienyl)rhodium (III) dimer; sodium pivalate; In methanol; at 20 ℃; Inert atmosphere; Schlenk technique;

DOI:10.1246/cl.161158

Reference yield: 68.0%

benzamide (55-21-0,27208-38-4) + 4-chlorobenzophenone (134-85-0) → N-(4-benzoylphenyl)benzamide (19617-84-6)

Guidance literature:

With [t-BuBrettPhosPd(allyl)]OTf; sodium 2,2,2-trifluoroacetate; 1,8-diazabicyclo[5.4.0]undec-7-ene; In 1,2-dimethoxyethane; at 60 ℃; for 19h; Inert atmosphere;

DOI:10.1021/acs.oprd.9b00196

upstream raw materials:

(4-aminophenyl)(phenyl)methanone

benzoyl chloride

N-phenyl benzoyl amide

aniline

Downstream raw materials:

benzoic acid-{4-[α-(2-dimethylamino-ethoxy)-benzyl]-anilide}

4-[α-(2-dimethylamino-ethoxy)-benzyl]-aniline

benzaldehyde

4-amino-3,5-dibromo-benzhydrol

Refernces

• 1、 Beutner, Gregory L.,Coombs, John R.,Green, Rebecca A.,Inankur, Bahar,Lin, Dong,Qiu, Jun,Roberts, Frederick,Simmons, Eric M.,Wisniewski, Steven R.. "Palladium-Catalyzed Amidation and Amination of (Hetero)aryl Chlorides under Homogeneous Conditions Enabled by a Soluble DBU/NaTFA Dual-Base System". supporting information. p. 1529 - 1537. Retrieved 2019/09/04.
• 2、 Tran, Phuong Hoang,Phung, Huy Quang,Hansen, Poul Erik,Tran, Hai Ngoc,Le, Thach Ngoc. "Efficient Friedel–Crafts benzoylation of aniline derivatives with 4-fluorobenzoyl chloride using copper triflate in the synthesis of aminobenzophenones". . p. 893 - 901. Retrieved 2016/07/06.