6262-22-2

Usage

Uses

Used in Pharmaceutical Industry:
N-(4-formamidophenyl)formamide is used as an intermediate in the synthesis of various pharmaceuticals for its ability to contribute to the development of new drugs and improve existing ones.
Used in Agrochemical Industry:
N-(4-formamidophenyl)formamide is used as an intermediate in the synthesis of agrochemicals to help create effective pesticides and other agricultural products.
Used in Dye Industry:
N-(4-formamidophenyl)formamide is used as an intermediate in the synthesis of dyes to produce a range of colors for various applications.
Used in Laboratory Research:
N-(4-formamidophenyl)formamide is used in laboratory research and chemical synthesis to explore its properties and potential applications in various fields.

Upstream product

• 77287-34-4 formamide 
• 64-19-7 acetic acid 
• 106-50-3 1,4-phenylenediamine 
• 100-25-4 para-dinitrobenzene 
• 64-18-6 formic acid 
• 108-24-7 acetic anhydride 
• 1988-22-3 4-chlorophenyl formate 
• 100-01-6 4-nitro-aniline 
• 109-94-4 formic acid ethyl ester 
• 144-62-7 oxalic acid 

Downstream Products

• 857579-30-7 N,N'-dinitroso-N,N'-p-phenylene-bis-formamide 
• 105-10-2 N,N'-dimethyl-p-phenylenediamine 
• 2666-71-9 1,4-phenylene diimidophosgene 
• 935-16-0 1,4-phenylenediisocyanide 
• 10509-50-9 N,N'-Bis-<2,2-diphenyl-vinyl>-p-phenylendiamin 
• 6632-40-2 N,N'-Dimethyl-N,N'-diformyl-p-phenylenediamine 
• 851916-02-4 benzene-1,4-bis[aminomethylidene(bisphosphonic)] acid 
• 1620164-64-8 octaethyl benzene-1,4-bis[aminomethylidene(bisphosphonate)] 
• 17788-94-2 4,4''-dibromo-p-terphenyl 
• 1762-84-1 4-bromo-p-terphenyl 
• 92-94-4 [1,1';4',1'']terphenyl 
• 98963-72-5 C₂₀H₄Cl₁₂N₂S₂ 

Relevant academic research and scientific papers

En route to molecular bracelets: The synthesis of linear pentacyclic bis(benzodiazocino)benzenes

The title compounds, namely dibenzo[b,b']benzo[1,2-f:4,5- f']bis[1,5]diazocines, have been synthesized in a single step in two alternative ways by application of the 'tertiary amino effect': (i) the action of bis-Vilsmeier reagents derived from N,N'-dimethyl-N,N'-diformyl-p- phenylenediamine upon 4-substituted N,N-dimethylanilines, and (ii) the action of Vilsmeier reagents derived form 4-substituted N-methylformanilides on bis(dimethylamino)benzenes.

Reductive Formylation of Nitroarenes using HCOOH over Bimetallic C?N Framework Derived from the Integration of MOF and COF

CoZn embedded C?N framework is prepared by the carbonization of CoZn containing MOF integrated with COF porous architecture in Ar atmosphere. The graphitic nature of porous carbon is confirmed from Raman analysis. The porosity and nanostructure information are retrieved from N2-sorption and transmission electron microscopic analysis, respectively. The incorporation of different metals and their oxidation states and types of nitrogen present in the C?N framework are confirmed from X-ray photoelectron spectroscopy. The basicity of the materials is determined from a CO2-temperature programmed desorption. ZnCo embedded C?N framework exhibits excellent activity in the selective reductive formylation using HCOOH. For comparison, more than 15 materials are prepared, and their activities are compared. Several control experiments are performed to establish a structure-activity relation. The recycling experiment, hot-filtration test, and poisoning experiment demonstrate the metal embedded porous C?N framework‘s recyclability and stability. A reaction mechanism for the reductive N-formylation of nitroaromatics is presented based on structure-activity relationship, control reactions, and physicochemical characterizations. The development of interesting MOF-COF-derived metal nanoclusters embedded C?N framework for selective reductive formylation of nitroaromatics using formic acid will be highly attractive to catalysis researchers and industrialists.

Catalyst-Free Transamidation of Aromatic Amines with Formamide Derivatives and Tertiary Amides with Aliphatic Amines

A simple catalyst- and promoter-free protocol has been developed for the transamidation of weakly nucleophilic aromatic amines with formamide derivatives and low-reactivity tertiary amides with aliphatic amines. This strategy is advantageous because no catalyst or promoters are needed, no additives are required, separation and purification is easy, and the reaction is scalable. Significantly, this strategy was further applied to synthesize several pharmaceutical molecules on a gram scale, and excellent yields were achieved.

A non-catalyst non-promoter under the conditions of amide derivatives of aromatic amine with transfers the amine reaction

The present invention discloses a non-catalyst under the condition of non-accelerator [...] amide derivatives of aromatic amine with transfers the amine reaction, yield of synthetic N - aryl amide derivatives. The method has a wide range of the substrate, its raw materials and cheap and easy to obtain acylation reagent, the reaction yield is high, one-step reaction, low cost, high reaction selectivity, simple operation and the like. Adopting this method can be gram scale can realize the high yield of the synthesis of drug molecules. Therefore, the method in the N - aryl amide derivatives of synthesis application field has very good application prospect. The method overcomes the existing technologies such as the reaction reagent toxicity is large, the need to use different type catalyst, synthesis method and the cost is high, more reaction steps, more byproducts and the like.

Supported Palladium Nanoparticles Catalyzed Reductive Carbonylation of Nitroarenes to N-Arylformamides

A facile reductive carbonylation reaction of nitroarenes to N-arylformamide synthesis was investigated under polymer supported palladium (Pd@PS) nanoparticles catalyzed conditions. Dual role of oxalic acid dihydrate ((CO2H)2 ? 2H2O) as H2 source for hydrogenation and CO source for carbonylation reaction for desired products synthesis was critically investigated under favorable DMF solvent conditions. Several cross experiments were performed to establish the best possible hypothesis for the proposed mechanism and understanding about the involvement of CO in the reaction pathway. Further, ortho-substituted nitroarenes were found to be highly specific for facile para-hydroxylation to give corresponding para-hydroxy N-aryl formamides. (Figure presented.).

New catalytic performance of immobilized sulfuric acid on activated charcoal for n-formylation of amines with ethyl formate

Summary: Simple and highly efficient procedure for N-formylation of various amines was carried out in the presence of the immobilized sufuric acid on activated charcoal as an efficient promoter system. All reactions were taken place in refluxing ethyl formate (54 °C) under mild reaction conditions. The product formamides were obtained in high to excellent yields (83-95%) within 4-80 min.

An efficient reduction of N-substituted carbonylimidazolides into formamides by NaBH4

A novel, simple and versatile protocol was investigated for highly efficient synthesis of formamides through reducing N-substituted carbonylimidazolides by NaBH4 under mild reaction conditions. By this method, not only carboxylic acids or isocyanates, but also amines can readily access formamides with high yields.

Solvent- and catalyst-free N-formylations of amines at ambient condition: Exploring the usability of aromatic formates as N-formylating agents

A solvent- and catalyst-free N-formylation protocol has been developed for amines (1s–21s) where aromatic formates (1r–6r) were used as the N-formylating agents. The amine substrates include both primary and secondary aromatic amines (1s–19s) as well as aliphatic amine (20s) and a primary amide (21s). Structures of both the aromatic formate and amine components strongly influenced the rate of the reaction and yield of the N-formamide products. The reaction condition is mild and easy to operate. This protocol can be done smoothly under ambient conditions and gives high yield of formamide products. Furthermore, the present method cannot be applied for the formylation of thiol group (22s). This signifies its possible use for the chemoselective N-formylation of amine in the presence of thiol functionality.

Synthesis of sugar-derived isoselenocyanates, selenoureas, and selenazoles

Aryl, alkyl, and sugar-derived isoselenocyanates were prepared by a one-pot procedure starting from the corresponding formamides, using triphosgene as a dehydrating agent, triethylamine, and black selenium powder. The preparation of sugar selenoureas by coupling of O-protected sugar-derived isoselenocyanates with different amines, and by coupling of unprotected glycopyranosyl amines with phenyl isoselenocyanate was also accomplished. The synthesis of a glucopyranos-2-yl-selenazole starting from O-protected 2-amino-2-deoxy-d-glucose by coupling with benzoyl isoselenocyanate, Se-alkylation with phenacyl bromide, and acid-catalyzed dehydration is also reported. Unprotected N-(β-d-glucopyranosyl)-N′-phenylselenourea was transformed into a 1,2-trans-fused bicyclic isourea upon treatment with aqueous hydrogen peroxide; the same isourea was prepared by a one-pot three-step procedure from β-d-glycopyranosylamine by thiophosgenation, coupling with aniline, and HgO-mediated desulfurization.

One-Step Conversion of Aryl Nitro Compounds to N-Monosubstituted Formamides

A concise general route to N-monosubstituted formamides starting from aryl nitro compounds substituted with H, Cl, OMe, CHO, and NHCHO is described.