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 
• 20265-97-8 p-anisidine hydrochloride 
• 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 
• 65-85-0 benzoic acid 
• 106501-69-3 N-(4,4-dimethoxycyclohexa-2,5-dien-1-ylidene)benzamide 

Downstream Products

• 5310-26-9 N-(4-methoxyphenyl)benzothioamide 
• 38259-63-1 N-(4-methoxy-2-nitrophenyl)benzamide 
• 860734-45-8 4-methoxy-2,3,6-trinitro-aniline 
• 861528-89-4 benzoic acid-(4-methoxy-2,3-dinitro-anilide) 
• 34918-74-6 N-(4-methoxyphenyl)benzimidoyl chloride 
• 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 
• 69825-55-4 [Benzoyl-(4-methoxy-phenyl)-amino]-acetic acid ethyl ester 
• 17377-95-6 benzyl(4-methoxyphenyl)amine 
• 74-87-3 methylene chloride 
• 123-30-8 4-amino-phenol 
• 65-85-0 benzoic acid 
• 3532-69-2 3-hydroxy-2-(4-methoxyphenyl)-3-phenyl-2,3-dihydro-1H-isoindol-1-one 

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

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.

IPr# - highly hindered, broadly applicable N-heterocyclic carbenes

IPr (IPr = 1,3-bis(2,6-diisopropylphenyl)imidazol-2-ylidene) represents the most important NHC (NHC = N-heterocyclic carbene) ligand throughout the field of homogeneous catalysis. Herein, we report the synthesis, catalytic activity, and full structural and electronic characterization of novel, sterically-bulky, easily-accessible NHC ligands based on the hash peralkylation concept, including IPr#, Np# and BIAN-IPr#. The new ligands have been commercialized in collaboration with Millipore Sigma: IPr#HCl, 915653; Np#HCl; 915912; BIAN-IPr#HCl, 916420, enabling broad access of the academic and industrial researchers to new ligands for reaction optimization and screening. In particular, the synthesis of IPr# hinges upon cost-effective, modular alkylation of aniline, an industrial chemical that is available in bulk. The generality of this approach in ligand design is demonstrated through facile synthesis of BIAN-IPr# and Np#, two ligands that differ in steric properties and N-wingtip arrangement. The broad activity in various cross-coupling reactions in an array of N-C, O-C, C-Cl, C-Br, C-S and C-H bond cross-couplings is demonstrated. The evaluation of steric, electron-donating and π-accepting properties as well as coordination chemistry to Au(i), Rh(i) and Pd(ii) is presented. Given the tremendous importance of NHC ligands in homogenous catalysis, we expect that this new class of NHCs will find rapid and widespread application.

LIGANDS FOR TRANSITION METAL CATALYSTS

Provided herein are a new class of extremely sterically-bulky, easily prepared N-heterocyclic carbene (NHC) ligands of Formula I, or a salt, solvate, geometric isomer, or stereoisomer thereof. The ligands are readily synthetically accessible exploiting the cost-effective, modular alkylation of anilines, an industrial chemical that is available in bulk. The NHC ligands form effective catalysts with transition metals such as Pd.

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.