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

• 10147-61-2 (Z)-(4-methoxyphenyl)(phenyl)methanone oxime 
• 5310-26-9 N-(4-methoxyphenyl)benzothioamide 
• 98-88-4 benzoyl chloride 
• 104-94-9 4-methoxy-aniline 
• 67-56-1 methanol 
• 83125-89-7 N-phenyl-N-(tosyloxy)benzamide 
• 100-17-4 para-methoxynitrobenzene 
• 201230-82-2 carbon monoxide 
• 106501-69-3 N-(4,4-dimethoxycyclohexa-2,5-dien-1-ylidene)benzamide 
• 98610-70-9 1-(N,N-dibenzoyl)amino-5-bromomethyl-4-phenyl-1,2,3-triazole 
• 93-97-0 benzoic acid anhydride 
• 64-19-7 acetic acid 
• 36684-49-8 2-iodo-N-(4-methoxyphenyl)benzamide 
• 71954-45-5 N-allyl-N-(4-methoxyphenyl)benzamide 

Downstream Products

• 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 
• 871667-63-9 2-(p-methoxyphenyl)-3,6-diphenyl-2,5-dihydropyrrolo[3,4-c]pyrrole-1,4-dione 
• 174182-76-4 N-(4-methoxy-8-methyl-5,8-dihydronaphthalen-1-yl)benzamide 
• 375385-74-3 N-(4-methoxy-7,8-dimethyl-5,8-dihydronaphthalen-1-yl)benzamide 
• 108444-16-2 ethyl 2-(2-(4-methoxyphenyl)-3-oxoisoindolin-1-yl)acetate 
• 1341219-50-8 N-(4-tert-butyldimethylsiloxy-2-methoxybenzyl)-p-benzanisidide 
• 52806-52-7 N-(4-methoxyphenyl)-N'-phenylbenzamidine 
• 60566-20-3 N-(4-methoxyphenyl)-N'-(4-methoxyphenyl)benzamidine 
• 413576-78-0 C₂₀H₁₈N₂O*ClH 
• 350-98-1 N-(4-(trifluoromethyl)phenyl)benzamide 
• 315712-26-6 N-(4-methoxyphenyl)-cyclohexanecarboxamide 

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.

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.

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.

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

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.

Method for synthesizing amide derivative under catalysis of vanadium

The invention discloses a method for synthesizing an amide derivative under the catalysis of vanadium, which comprises the following step of: by using a nitro aromatic compound and an ester compound as raw materials, a vanadium compound as a catalyst and magnesium chips as a reducing agent, carrying out amidation reaction in an organic solvent to obtain the amide derivative. The method has the advantages that (1) the nitro aromatic compound which is good in stability, low in price and easy to obtain is used as a nitrogen source; (2) the used catalyst is cheap, easy to obtain and low in toxicity; and (3) the method has good substrate applicability, and is suitable for aromatic nitro compounds, fatty esters and aryl esters containing different substituents.

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.

Chromium-catalyzed ligand-free amidation of esters with anilines

Amides are important structural motifs in pharmaceutical and agrochemical chemistry because of the intriguing biological active properties. We report here the amidation of commercially available esters with anilines that was promoted by low-cost and air-stable chromium(III) pre-catalyst combined with magnesium, providing access to amides. This reaction occurs without the use of external ligands in a simple operation. Mechanistic studies indicate that a reactive aminated Cr species responsible for the amidation can be considered, which may be formed by reaction of low-valent Cr with aniline followed by reduction with hydrogen evolution.

Direct Amidation of Esters by Ball Milling**

The direct mechanochemical amidation of esters by ball milling is described. The operationally simple procedure requires an ester, an amine, and substoichiometric KOtBu and was used to prepare a large and diverse library of 78 amide structures with modest to excellent efficiency. Heteroaromatic and heterocyclic components are specifically shown to be amenable to this mechanochemical protocol. This direct synthesis platform has been applied to the synthesis of active pharmaceutical ingredients (APIs) and agrochemicals as well as the gram-scale synthesis of an active pharmaceutical, all in the absence of a reaction solvent.

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.