N-(4-Methoxyphenyl)benzamide

Base Information

• Chemical Name: N-(4-Methoxyphenyl)benzamide
• CAS No.: 7472-54-0
• Molecular Formula: C14H13NO2
• Molecular Weight: 227.263
• Hs Code.: 2924299090
• NSC Number: 401969
• DSSTox Substance ID: DTXSID90225705
• Nikkaji Number: J151.163G
• Wikidata: Q63409257
• ChEMBL ID: CHEMBL1593570
• Mol file: 7472-54-0.mol

Synonyms:p-Benzanisidide;N-(4-Methoxyphenyl)benzamide;7472-54-0;N-Benzoyl-p-anisidine;4'-Methoxybenzanilide;N-(4-Methoxy-phenyl)-benzamide;4Methoxybenzanilide;N-(4-Methoxyphenyl)benzoic acid amide;Benzamide, N-(4-methoxyphenyl)-;Benzamide, N-(p-methoxyphenyl)-;BENZAMIDE,N-(4-METHOXYPHENYL)-;NSC401969;Maybridge1_008836;N-benzoyl-p-methoxyaniline;Oprea1_228986;Oprea1_534138;MLS002206488;SCHEMBL4963650;N-BENZOYL-PARA-ANISIDINE;CHEMBL1593570;HMS566J14;DTXSID90225705;KEEBHMMBUBEEOV-UHFFFAOYSA-N;HMS2202P09;HMS3345D21;MFCD00025788;STK091328;AKOS000491203;NSC 401969;NSC-401969;SB80147;NCGC00247409-01;AS-47838;SMR001295304;B0815;CS-0179398;EU-0000964;FT-0636498;F16334;A838205;AF-684/00250059;SR-01000395727;SR-01000395727-1;Q63409257

Chemical Property of N-(4-Methoxyphenyl)benzamide

Chemical Property:

• Melting Point: 155 °C
• Boiling Point: 290.2 °C at 760 mmHg
• Flash Point: 129.3 °C
• PSA: 38.33000
• Density: 1.181 g/cm³
• LogP: 3.02050
• XLogP3: 2.6
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 3
• Exact Mass: 227.094628657
• Heavy Atom Count: 17
• Complexity: 241

Purity/Quality:

99% ^*data from raw suppliers

p-Benzanisidide ^*data from reagent suppliers

Safty Information:

• Safety Statements: 22-24/25

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC1=CC=C(C=C1)NC(=O)C2=CC=CC=C2

Technology Process of N-(4-Methoxyphenyl)benzamide

There total 253 articles about N-(4-Methoxyphenyl)benzamide 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: 100.0%

iodobenzene (591-50-4) + carbon monoxide (201230-82-2) + 4-methoxy-aniline (104-94-9) → N-(p-methoxyphenyl)benzamide (7472-54-0)

Guidance literature:

With triethylamine; In N,N-dimethyl-formamide; at 100 ℃; for 8h; under 750.075 Torr; Schlenk technique; Inert atmosphere;

DOI:10.1016/j.molcata.2014.11.008

Reference yield: 97.0%

N-(4-methoxyphenyl)benzamidine (19655-69-7) + benzil (134-81-6) → N-benzoylbenzamide (614-28-8) + N-(p-methoxyphenyl)benzamide (7472-54-0)

Guidance literature:

With vanadyl(IV) sulfate hydrate; water; In N,N-dimethyl-formamide; at 70 ℃; for 18h;

DOI:10.1021/acs.joc.7b00950

Reference yield: 93.0%

4-methoxy-N-[(4-methylphenyl)methylidene]aniline (30669-07-9) + benzoyl chloride (98-88-4) → N-(p-methoxyphenyl)benzamide (7472-54-0) + 4-methyl-benzaldehyde (104-87-0)

Guidance literature:

With ytterbium(III) triflate; In dichloromethane; at 20 ℃; for 1h;

upstream raw materials:

(Z)-(4-methoxyphenyl)(phenyl)methanone oxime

N-(4-methoxyphenyl)benzothioamide

benzoyl chloride

4-methoxy-aniline

Downstream raw materials:

N-(4-methoxyphenyl)-N'-(4-methoxyphenyl)benzamidine

N-(4,4-dimethoxycyclohexa-2,5-dien-1-ylidene)benzamide

N-(1,4,4-Trimethoxy-cyclohexa-2,5-dienyl)-benzamide

6,7-Dimethoxy-2-(4-methoxy-phenyl)-1-phenyl-2H-isoquinolin-3-one

Refernces

• 1、 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.
• 2、 Qu, Erdong,Li, Shangzhang,Bai, Jin,Zheng, Yan,Li, Wanfang. "Nickel-Catalyzed Reductive Cross-Coupling of N-Acyl and N-Sulfonyl Benzotriazoles with Diverse Nitro Compounds: Rapid Access to Amides and Sulfonamides". . p. 58 - 63. Retrieved 2021/12/27.