7472-54-0

Usage

Uses

Used in Pharmaceutical Research and Development:
P-BENZANISIDIDE is used as a reagent in organic chemical reactions for its role in the synthesis of various pharmaceutical compounds. It is valued for its potential pharmacological activities, making it a key component in drug development processes.
Used in Organic Synthesis:
P-BENZANISIDIDE is used as an intermediate in the synthesis of other organic compounds and drugs, contributing to the creation of new chemical entities with potential applications in various industries.
Used in Drug Manufacturing:
P-BENZANISIDIDE is utilized in the manufacturing of drugs, where its aromatic amine structure is essential for the formation of active pharmaceutical ingredients.

Upstream product

• 98-88-4 benzoyl chloride 
• 104-94-9 4-methoxy-aniline 
• 18039-42-4 5-Phenyl-1H-tetrazole 
• 106501-69-3 N-(4,4-dimethoxycyclohexa-2,5-dien-1-ylidene)benzamide 
• 455-32-3 benzoyl fluoride 
• 884-09-3 phenyl thiobenzoate 
• 10371-42-3 S-(4-methylphenyl) thiobenzoate 
• 4906-35-8 S-(4-chlorophenyl) benzothioate 
• 1219-32-5 S-4-nitrophenyl thiobenzoate 
• 25569-87-3 benzoic-p-methylbenzoic anhydride 
• 58618-94-3 benzoic p-methoxybenzoic anhydride 
• 25569-89-5 m-Chlor-benzyolbenzoat 
• 98610-70-9 1-(N,N-dibenzoyl)amino-5-bromomethyl-4-phenyl-1,2,3-triazole 
• 93-97-0 benzoic acid anhydride 

Downstream Products

• 60566-20-3 N-(4-methoxyphenyl)-N'-(4-methoxyphenyl)benzamidine 
• 106501-69-3 N-(4,4-dimethoxycyclohexa-2,5-dien-1-ylidene)benzamide 
• 106501-68-2 N-(1,4,4-Trimethoxy-cyclohexa-2,5-dienyl)-benzamide 
• 82791-59-1 6,7-Dimethoxy-2-(4-methoxy-phenyl)-1-phenyl-2H-isoquinolin-3-one 
• 93-58-3 benzoic acid methyl ester 
• 132606-43-0 N,N'-bis(4-methoxyphenyl)-N-benzoylbenzamidine 
• 100990-62-3 N-benzoyl-2-(N-benzoyl)amino-5,4'-dimethoxydiphenylamine 
• 69825-55-4 [Benzoyl-(4-methoxy-phenyl)-amino]-acetic acid ethyl ester 
• 38259-63-1 N-(4-methoxy-2-nitrophenyl)benzamide 
• 861528-89-4 benzoic acid-(4-methoxy-2,3-dinitro-anilide) 
• 74-87-3 methylene chloride 
• 123-30-8 4-amino-phenol 
• 65-85-0 benzoic acid 
• 15457-50-8 p-benzoylaminophenol 

Relevant academic research and scientific papers

Nickel-Catalyzed Cross-Electrophile Coupling between C(sp2)-F and C(sp2)-Cl Bonds by the Reaction of ortho-Fluoro-Aromatic Amides with Aryl Chlorides

Ni-catalyzed cross-electrophile coupling between C(sp2)-F bonds in ortho-fluoro-substituted aromatic amides and C(sp2)-Cl bonds in aryl chlorides in the presence of Zn as a reductant and LiOtBu as a base, and LiCl and ZnCl2 as additives is reported. The reaction displayed excellent functional group tolerance and a broad substrate scope. The reaction was also applicable to cross-electrophile coupling between C(sp2)-F and C(sp2)-O bonds in an aryl tosylate and a triflate derivative.

Generation of Oxyphosphonium Ions by Photoredox/Cobaloxime Catalysis for Scalable Amide and Peptide Synthesis in Batch and Continuous-Flow

Phosphine-mediated deoxygenative nucleophilic substitutions, such as the Mitsunobu reaction, are of great importance in organic synthesis. However, the conventional protocols require stoichiometric oxidants to trigger the formation of the oxyphosphonium i

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.

In Situ Formation of Cationic π-Allylpalladium Precatalysts in Alcoholic Solvents: Application to C-N Bond Formation

We report an efficient Buchwald-Hartwig cross-coupling reaction in alcoholic solvent, in which a low catalyst loading showed excellent performance for coupling aryl halides (I, Br, and Cl) with a broad set of amines, amides, ureas, and carbamates under mild conditions. Mechanistically speaking, in a protic and polar medium, extremely bulky biarylphosphine ligands interact with the dimeric precatalyst [Pd(π-(R)-allyl)Cl]2 to form the corresponding cationic complexes [Pd(π-(R)-allyl)(L)]Cl in situ and spontaneously. The resulting precatalyst further evolves under basic conditions into the corresponding L-Pd(0) catalyst, which is commonly employed for cross-coupling reactions. This mechanistic study highlights the prominent role of alcoholic solvents for the formation of the active catalyst.

NaOTs-promoted transition metal-free C-N bond cleavage to form C-X (X = N, O, S) bonds

Multifunctional transformation of amide C-N bond cleavage is reported. The protocol applies to benzamide, thioamide, alcohols, and mercaptan under similar reaction conditions catalyzed by NaOTs. It is noteworthy that NaOTs can not only be recycled and reused for up to three cycles without significant loss in catalytic activity, but also catalyze gram-grade reactions. This study provides a novel solution with mild conditions and a simple procedure for transformation of multiple amides.

PCl3-mediated transesterification and aminolysis of tert-butyl esters via acid chloride formation

A PCl3-mediated conversion of tert-butyl esters into esters and amides in one-pot under air is developed. This novel protocol is highlighted by the synthesis of skeletons of bioactive molecules and gram-scale reactions. Mechanistic studies revealed that this transformation involves the formation of an acid chloride in situ, which is followed by reactions with alcohols or amines to afford the desired products.

A practical and sustainable protocol for direct amidation of unactivated esters under transition-metal-free and solvent-free conditions

In this paper, a NaOtBu-mediated synthesis approach was developed for direct amidation of unactivated esters with amines under transition-metal-free and solvent-free conditions, affording a series of amides in good to excellent yields at room temperature. In particular, an environmentally friendly and practical workup procedure, which circumvents the use of organic solvents and chromatography in most cases, was disclosed. Moreover, the gram-scale production of representative products3a,3wand3auwas efficiently realized by applying operationally simple, sustainable and practical procedures. Furthermore, this approach was also applicable to the synthesis of valuable molecules such as moclobemide (a powerful antidepressant), benodanil and fenfuram (two commercial agricultural fungicides). These results demonstrate that this protocol has the potential to streamline amide synthesis in industry. Meanwhile, quantitative green metrics of all the target products were evaluated, implying that the present protocol is advantageous over the reported ones in terms of environmental friendliness and sustainability. Finally, additional experiments and computational calculations were carried out to elucidate the mechanistic insight of this transformation, and one plausible mechanism was provided on the basis of these results and the related literature reports.

Manganese Catalyzed Direct Amidation of Esters with Amines

The transition metal catalyzed amide bond forming reaction of esters with amines has been developed as an advanced approach for overcoming the shortcomings of traditional methods. The broad scope of substrates in transition metal catalyzed amidations remains a challenge. Here, a manganese(I)-catalyzed method for the direct synthesis of amides from a various number of esters and amines is reported with unprecedented substrate scope using a low catalyst loading. A wide range of aromatic, aliphatic, and heterocyclic esters, even in fatty acid esters, reacted with a diverse range of primary aryl amines, primary alkyl amines, and secondary alkyl amines to form amides. It is noteworthy that this approach provides the first example of the transition metal catalyzed amide bond forming reaction from fatty acid esters and amines. The acid-base mechanism for the manganese(I)-catalyzed direct amidation of esters with amines was elucidated by DFT calculations.

Zirconium Oxide-Catalyzed Direct Amidation of Unactivated Esters under Continuous-Flow Conditions

A sustainable and environmentally benign direct amidation reaction of unactivated esters with amines has been developed in a continuous-flow system. A commercially available amorphous zirconium oxide was found to be an efficient catalyst for this reaction. While the typical amidation of esters with amines requires a stoichiometric amount of a promoter or metal activator, the present continuous-flow method enabled the direct amidation reaction under additive-free conditions with an extensive diversity towards various functional groups. High yields of the products were obtained with a nearly equimolar proportion of starting materials to reduce byproduct formation, which renders this process applicable for use in a sequential-flow system. (Figure presented.).

Activated charcoal supported copper nanoparticles: A readily available and inexpensive heterogeneous catalyst for the N-arylation of primary amides and lactams with aryl iodides

A novel heterogeneous copper catalyst has been developed by supporting copper nanoparticles on activated charcoal via in situ reducing copper(II) with aqueous hydrazine as reductant. The characterization of Cu/C catalyst showed that the Cu0 nano-particles were formed on the surface of charcoal. This catalyst displayed good catalytic activities toward the N-arylation of primary amides and lactams with aryl iodides.