7465-88-5

Basic information

• Product Name: N-Phenyl-4-methoxybenzamide
• Synonyms: 4-Methoxy-N-phenylbenzamide;N-Phenyl-4-methoxybenzamide;p-Anisanilide;BenzaMide, 4-Methoxy-N-phenyl-
• CAS NO: 7465-88-5
• Molecular Formula: C₁₄H₁₃NO₂
• Molecular Weight: 227.26
• Mol File: 7465-88-5.mol

Chemical Properties

• Boiling Point: 301.5°C at 760 mmHg
• Flash Point: 136.1°C
• Appearance: /
• Density: 1.181g/cm³
• Vapor Pressure: 0.00105mmHg at 25°C
• Refractive Index: 1.619
• Storage Temp.: Sealed in dry,Room Temperature
• CAS DataBase Reference: N-Phenyl-4-methoxybenzamide(CAS DataBase Reference)
• NIST Chemistry Reference: N-Phenyl-4-methoxybenzamide(7465-88-5)
• EPA Substance Registry System: N-Phenyl-4-methoxybenzamide(7465-88-5)

Safety Data

• Hazardous Substances Data: 7465-88-5(Hazardous Substances Data)

Usage

Uses

Used in Pharmaceutical Industry:
N-Phenyl-4-methoxybenzamide is used as a chemical intermediate for the synthesis of various drugs, contributing to the development of new pharmaceuticals.
Used in Anti-inflammatory and Analgesic Applications:
N-Phenyl-4-methoxybenzamide is used as an anti-inflammatory and analgesic agent due to its reported properties, offering potential benefits in the management of pain and inflammation.
Used in Neurodegenerative Disease Treatment:
N-Phenyl-4-methoxybenzamide is studied for its potential use in the treatment of neurodegenerative diseases, suggesting a possible role in managing or treating conditions such as Alzheimer's or Parkinson's disease.
Used in Cancer Treatment:
N-Phenyl-4-methoxybenzamide is being investigated for its potential application in cancer treatment, indicating a possible contribution to oncology research and therapeutics.

InChI:InChI=1/C14H13NO2/c1-17-13-9-7-11(8-10-13)14(16)15-12-5-3-2-4-6-12/h2-10H,1H3,(H,15,16)

Upstream product

• 79-37-8 oxalyl dichloride 
• 60-29-7 diethyl ether 
• 10147-61-2 (Z)-(4-methoxyphenyl)(phenyl)methanone oxime 
• 10147-60-1 (4-methoxyphenyl)phenylmethanone oxime 
• 59101-33-6 N-benzoyl-O-(4-methoxy-benzoyl)-hydroxylamine 
• 123-11-5 4-methoxy-benzaldehyde 
• 98-95-3 nitrobenzene 
• 62-53-3 aniline 
• 103-71-9 phenyl isocyanate 
• 100-66-3 methoxybenzene 
• 100-09-4 4-methoxybenzoic acid 
• 100-07-2 4-methoxy-benzoyl chloride 
• 86399-73-7 N,O-bis-(4-methoxy-benzoyl)-N-phenyl-hydroxylamine 
• 698-16-8 benzohydroximoyl chloride 

Downstream Products

• 1151-93-5 4-(N,N-dimethylamino)-4'-methoxybenzophenone 
• 104689-69-2 (4-(diethylamino)phenyl)(4-methoxyphenyl)methanone 
• 38968-72-8 N-phenyl-(4-methoxypheny)acetimidoyl chloride 
• 5866-79-5 (4-Methoxy-benzoyl)-phenyl-carbamic acid isopropyl ester 
• 68823-22-3 2-(4-methoxy-phenyl)-4,6-dioxo-3,5-diphenyl-5,6-dihydro-4H-[1,3]oxazinium betaine 
• 154822-32-9 3-hydroxy-3-(pyridin-4-yl)-5-methoxy-2-phenyl-2,3-dihydro-1H-isoindol-1-one 
• 154822-28-3 3-hydroxy-3-(pyridin-2-yl)-5-methoxy-2-phenyl-2,3-dihydro-1H-isoindol-1-one 
• 147637-14-7 3-hydroxy-5-methoxy-2-chphenyl-2,3-dihydro-1H-isoindol-1-one 
• 28281-58-5 7-methoxyisobenzofuran-1(3H)-one 
• 100990-66-7 4-methoxy-N-(4-(4-methoxybenzamido)phenyl)-N-phenylbenzamide 
• 26060-23-1 4-methoxy-N-phenylthiobenzamide 
• 748164-68-3 3-(2'-methoxyphenyl)-5-methoxy-1-isobenzofuranone 
• 221632-75-3 3-hydroxy-3-(pyridin-3-yl)-5-methoxy-2-phenyl-2,3-dihydro-1H-isoindol-1-one 
• 259817-06-6 ethyl 2-diazo-3-[N-(4-methoxybenzoyl)-N-phenylamino]-3-oxopropanoate 

Relevant articles and documents

Cobalt-Catalyzed Deoxygenative Hydroboration of Nitro Compounds and Applications to One-Pot Synthesis of Aldimines and Amides

The commercially available and bench-stable Co(acac)2 ligated with bis[(2-diphenylphosphino)phenyl] ether (dpephos) was employed for selective room temperature hydroboration of nitro compounds with HBPin (TOF up to 4615 h?1), tolerating halide, hydroxy, amino, ether, ester, lactone, amide and heteroaromatic functionalities. These reactions offered a direct access to a variety of N-borylamines RN(H)BPin, which were in situ treated with aldehydes and carboxylic acids to produce a series of aldimines and secondary carboxamides without the need for dehydrating and/or coupling reagents. Combination of these transformations in a sequential one-pot manner allowed for direct and selective synthesis of aldimines and secondary carboxamides from readily available and inexpensive nitro compounds.

Nickel-Catalyzed Reductive Cross-Coupling of N-Acyl and N-Sulfonyl Benzotriazoles with Diverse Nitro Compounds: Rapid Access to Amides and Sulfonamides

Herein we report a Ni-catalyzed reductive transamidation of conveniently available N-acyl benzotriazoles with alkyl, alkenyl, and aryl nitro compounds, which afforded various amides with good yields and a broad substrate scope. The same catalytic reaction conditions were also applicable for N-sulfonyl benzotriazoles, which could undergo smooth reductive coupling with nitroarenes and nitroalkanes to afford the corresponding sulfonamides.

Novel Conjugated s-Tetrazine Derivatives Bearing a 4H-1,2,4-Triazole Scaffold: Synthesis and Luminescent Properties

A series of new symmetrical s-tetrazine derivatives, coupled via a 1,4-phenylene linkage with a 4H-1,2,4-triazole ring, were obtained. The combination of these two rings in an extensively coupled system has significant potential applications, mainly in op

Preparation method of amide

The invention relates to a preparation method of an amide, wherein, under the action of oxygen, the isothiocyanate and the aldehyde can react to form an amide, and the reaction temperature can be effectively increased only when not less than 110 °C. This process is also suitable for the reaction of isocyanates with aldehydes to produce amides. The preparation method is cheap in raw material, wide in substrate application range and free of metal catalysts in the reaction process. The initiator or other activator is green and economical, and can effectively reduce the cost.

Regioselective Synthesis of 2° Amides Using Visible-Light-Induced Photoredox-Catalyzed Nonaqueous Oxidative C-N Cleavage of N, N-Dibenzylanilines

A visible-light-driven photoredox-catalyzed nonaqueous oxidative C-N cleavage of N,N-dibenzylanilines to 2° amides is reported. Further, we have applied this protocol on 2-(dibenzylamino)benzamide to afford quinazolinones with (NH4)2S2O8 as an additive. Mechanistic studies imply that the reaction might undergo in situ generation of α-amino radical to imine by C-N bond cleavage followed by the addition of superoxide ion to form amides.

Palladium-Catalyzed Desulfurative Hiyama Coupling of Thioureas to Achieve Amides via Selective C-N Bond Cleavage

Palladium-catalyzed Hiyama coupling of active thioureas via selective C-N bond cleavage is reported. Notably, the new approach employed active thioureas as coupling partners in the presence of arylsilanes to give amides in good yield. Further, this strategy, which utilized CuF 2as a key oxidant and activator, afforded various amide products under mild conditions and an easy to handle procedure without extra base.

Metal-free transamidation of benzoylpyrrolidin-2-one and amines under aqueous conditions

N-Acyl lactam amides, such as benzoylpyrrolidin-2-one, benzoylpiperidin-2-one, and benzoylazepan-2-one reacted with amines in the presence of DTBP and TBAI to afford the transamidated products in good yields. The reactions were conducted under aqueous conditions and good functional group tolerance was achieved. Both aliphatic and aromatic primary amines displayed good activity under metal-free conditions. A radical reaction pathway is proposed.

Practical one-pot amidation of N -Alloc-, N -Boc-, and N -Cbz protected amines under mild conditions

A facile one-pot synthesis of amides from N-Alloc-, N-Boc-, and N-Cbz-protected amines has been described. The reactions involve the use of isocyanate intermediates, which are generated in situ in the presence of 2-chloropyridine and trifluoromethanesulfonyl anhydride, to react with Grignard reagents to produce the corresponding amides. Using this reaction protocol, a variety of N-Alloc-, N-Boc-, and N-Cbz-protected aliphatic amines and aryl amines were efficiently converted to amides with high yields. This method is highly effective for the synthesis of amides and offers a promising approach for facile amidation.

Selective hydrogenation dehalogenation method of ortho-halogenated acylaniline

The invention discloses a selective hydrogenation dehalogenation method of copper-catalyzed ortho-halogenated acylaniline. The method comprises the following steps: by using ortho-halogenated acylaniline as a starting raw material and copper acetylacetonate/vasicine as a catalyst, adding an organic alkali, reacting in an alcoholic solution at 80-100 DEG C for 12 hours, and regioselectively catalytically hydrogenating ortho-bromine and iodine atoms. The preparation method has the characteristics of simplicity and convenience in operation, wide substrate application range, low cost, high regioselectivity and the like, and has practicability.

Exploration of Cu-catalyzed regioselective hydrodehalogenation of o-haloanilides using EtOH as hydrogen source

In present work, we have explored a Cu(acac)2/vasicine-catalyzed regioselective hydrodehalogenation methodology of o-haloanilides using EtOH as hydrogen source and solvent. The catalytic system could selectively dehalogenate 2-Br and 2-I, and features regioselective, efficient and functional group tolerance.