Benzanilide

Base Information

• Chemical Name: Benzanilide
• CAS No.: 93-98-1
• Deprecated CAS: 100747-15-7
• Molecular Formula: C13H11NO
• Molecular Weight: 197.236
• Hs Code.: 29242990
• European Community (EC) Number: 202-292-7
• NSC Number: 3131
• UNII: AK1B12366O
• DSSTox Substance ID: DTXSID9059096
• Nikkaji Number: J95.755K
• Wikipedia: Benzanilide
• Wikidata: Q421501
• ChEMBL ID: CHEMBL115523
• Mol file: 93-98-1.mol

Synonyms:benzanilide

Chemical Property of Benzanilide

Chemical Property:

• Appearance/Colour: greyish to yellow-green powder
• Vapor Pressure: 0.0261mmHg at 25°C
• Melting Point: 161-163 °C(lit.)
• Refractive Index: 1.642
• Boiling Point: 247.165 °C at 760 mmHg
• PKA: 13.52±0.70(Predicted)
• Flash Point: 141.223 °C
• PSA: 29.10000
• Density: 1.172 g/cm³
• LogP: 3.01190
• Storage Temp.: Store below +30°C.
• Solubility.: H2O: insoluble
• Water Solubility.: Insoluble
• XLogP3: 2.6
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 2
• Exact Mass: 197.084063974
• Heavy Atom Count: 15
• Complexity: 203

Purity/Quality:

99% ^*data from raw suppliers

Benzanilide >98.0%(GC) ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn
• Hazard Codes: Xn
• Statements: 20/21/22-36/37/38
• Safety Statements: 22-24/25-36-26

MSDS Files:

SDS file from LookChem

Useful:

• Chemical Classes: Nitrogen Compounds -> Other Aromatics (Nitrogen)
• Canonical SMILES: C1=CC=C(C=C1)C(=O)NC2=CC=CC=C2
• Uses: manufacture of dyes and perfumes. Benzanilide is used to make dyes, active pharmaceutical ingredients and perfumes. It is also used to study the influence of beta-cyclodextrin on photorearrangement of acetanilide, benzanilide and ethyl phenyl carbonate. Further, it is used as an amide model compound to study the reaction between the amide and epoxy. In addition to this, it reacts with aryltriflates in the presence of palladium-based catalyst system to get N-(2,6-diarylbenzoyl)anilines.

Technology Process of Benzanilide

There total 1257 articles about Benzanilide 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%

benzaldehyde (100-52-7) + aniline (62-53-3) → N-phenyl benzoyl amide (93-98-1,5705-51-1) + benzyl alcohol (100-51-6,185532-71-2)

Guidance literature:

aniline; With n-butyllithium; In tetrahydrofuran; hexane; at -78 - 20 ℃; Inert atmosphere;

benzaldehyde; With yttrium(III) chloride; In toluene; at 20 ℃; for 48h; Inert atmosphere;

With hydrogenchloride; In water; toluene; at 20 ℃; Inert atmosphere;

DOI:10.1016/j.tet.2009.09.101

Reference yield: 95.0%

phenyl benzyl ketone (451-40-1) + aniline (62-53-3) → N-phenyl benzoyl amide (93-98-1,5705-51-1) + benzaldehyde (100-52-7)

Guidance literature:

With 1,10-Phenanthroline; copper(II) chloride dihydrate; oxygen; In acetonitrile; for 36h; under 760.051 Torr; Reagent/catalyst; Solvent; Temperature; Reflux;

DOI:10.1021/acs.joc.5b01670

Reference yield: 80.0%

benzaldehyde (100-52-7) + aniline (62-53-3) → N-phenyl benzoyl amide (93-98-1,5705-51-1) + benzoic acid benzyl ester (120-51-4) + benzyl alcohol (100-51-6,185532-71-2)

Guidance literature:

tris(bis(trimethylsilyl)amido)lanthanum(III); In benzene-d6; at 25 ℃; for 24h;

DOI:10.1021/ol702788j

upstream raw materials:

pyridine

Benzophenone oxime

benzenesulfonyl chloride

benzoic acid methyl ester

Downstream raw materials:

N,N-dibenzoylaniline

N,N'-diphenylbenzamidine

N-(4-chlorophenyl)benzamide

N-(2-chlorophenyI)benzamide

Refernces

• 1、 Aghili, Nora,Hosseinzadeh, Rahman,Mavvaji, Mohammad. "Synthesis and characterization of nano-cellulose immobilized phenanthroline-copper (I) complex as a recyclable and efficient catalyst for preparation of diaryl ethers, N-aryl amides and N-aryl heterocycles". . . Retrieved 2022/01/03.
• 2、 Chen, Xiangyang,Houk, Kendall N.,Mo, Jia-Nan,Su, Junqi,Umanzor, Alexander,Zhang, Zheng,Zhao, Jiannan. "Generation of Oxyphosphonium Ions by Photoredox/Cobaloxime Catalysis for Scalable Amide and Peptide Synthesis in Batch and Continuous-Flow". supporting information. . Retrieved 2022/01/06.