2447-95-2

Usage

InChI:InChI=1/C14H12ClNO/c1-10-2-8-13(9-3-10)16-14(17)11-4-6-12(15)7-5-11/h2-9H,1H3,(H,16,17)

Upstream product

• 925-90-6 ethylmagnesium bromide 
• 104-88-1 4-chlorobenzaldehyde 
• 106-49-0 p-toluidine 
• 28122-82-9 S-phenyl 4-chlorobenzothioate 
• 6310-31-2 S-(p-chlorophenyl) p-chlorobenzenecarbothioate 
• 24252-90-2 S-(p-nitrophenyl) p-chlorothiobenzoate 
• 77750-06-2 S-(4-methylphenyl) thio(4-chlorobenzoate) 
• 122-01-0 4-chloro-benzoyl chloride 
• 74-11-3 para-chlorobenzoic acid 
• 619-56-7 4-chlorobenzamide 
• 4231-70-3 p-chlorobenzoyl-1H-1,2,3-benzotriazole 
• 31429-30-8 (4-chloro-phenyl)-p-tolylimino-acetonitrile 
• 13134-28-6 4-Chlor-4'-methyl-benzophenon-oxim 
• 6285-05-8 4'-chloropropiophenone 

Downstream Products

• 7335-27-5 ethyl 4-chlorobenzoate 
• 130118-02-4 N¹-(p-methylphenyl)-N²-(m-nitrophenyl)acetamidine 
• 130118-00-2 N¹-(p-Chlorobenzoyl)-N¹-(p-methylphenyl)-N²-(m-nitrophenyl)-acetamidine 
• 130340-66-8 N¹-(p-chlorobenzoyl)-N¹-(p-methylphenyl)-N²-(p-nitrophenyl)formamidine 
• 95236-95-6 4-chloro-4'-methylthiobenzanilide 
• 876893-26-4 N-[(1H-1,2,3-benzotriazol-1-yl)(4-chlorophenyl)methylidene]-N-(4-methylphenyl)amine 
• 128915-16-2 N-(4-Nitro-phenyl)-N'-p-tolyl-formamidine 
• 106-49-0 p-toluidine 
• 33863-79-5 N-(4-chlorobenzyl)-4-methylbenzeneamine 
• 75092-51-2 2-(4-chlorophenyl)-6-methyl-4-phenylquinazoline 

Relevant academic research and scientific papers

Base-promoted synthesis of N-arylbenzamides by N-benzoylation of dimethylphenylthioureas

An efficient synthesis of 10 N-arylbenzamides was achieved by N-benzoylation of N,N-dimethyl-(N'-phenyl)thioureas with 4-substituted benzoyl chlorides in dimethylacetamide in the presence of K2CO3. The features of this method include

Ligand-free copper-catalyzed direct amidation of diaryliodonium salts using nitriles as amidation reagents

An efficient and practical methodology for the synthesis of N-arylamides has been developed via copper-catalyzed amidation of diaryliodonium salts with nitriles. Various substituted aryl nitriles and aliphatic nitriles could be applied in the reaction, providing a series of N-arylated amides in moderate to good yields. This procedure provides an alternative route for the synthesis of various N-arylamides. A proposed mechanism based on control experiments is also presented.

Iron-catalyzed cross-coupling of N?methoxy amides and arylboronic acids for the synthesis of N-aryl amides

An efficient iron-catalyzed synthesis of N-aryl amides from N?methoxy amides and arylboronic acids is developed. FeCl3 is used as the sole catalyst for the cross-coupling reaction between N?methoxy amides and arylboronic acids without any other

A CO2-Catalyzed Transamidation Reaction

Transamidation reactions are often mediated by reactive substrates in the presence of overstoichiometric activating reagents and/or transition metal catalysts. Here we report the use of CO2as a traceless catalyst: in the presence of catalytic amounts of CO2, transamidation reactions were accelerated with primary, secondary, and tertiary amide donors. Various amine nucleophiles including amino acid derivatives were tolerated, showcasing the utility of transamidation in peptide modification and polymer degradation (e.g., Nylon-6,6). In particular,N,O-dimethylhydroxyl amides (Weinreb amides) displayed a distinct reactivity in the CO2-catalyzed transamidation versus a N2atmosphere. Comparative Hammett studies and kinetic analysis were conducted to elucidate the catalytic activation mechanism of molecular CO2, which was supported by DFT calculations. We attributed the positive effect of CO2in the transamidation reaction to the stabilization of tetrahedral intermediates by covalent binding to the electrophilic CO2

Preparation method of N-aryl amide compound

The invention discloses a preparation method of an N-aryl amide compound, which comprises the following steps: (1) putting diaryliodonium salt and Cu(OAc)2 into a Schlenk tube provided with a magneticstirring rod; (2) sequentially adding DCE, H2O and nitrile by using an injector, sealing the Schlenk tube, and stirring for reaction at 80 DEG C; (3) cooling the obtained solution to room temperature, and performing extraction with EtOAc; and combining organic layers, performing washing with saline water, and performing drying with anhydrous Na2SO4; and (4) removing volatile matters in vacuum, and purifying residues through column chromatography to obtain the N-aryl amide compound. Through a large number of experiments, a substrate with a simple structure is screened, the reaction conditionsare mild, the yield is high, the pollution is small, and the application prospect is wide.

Method for synthesizing amide compound through photocatalysis in water phase

The invention discloses a method for synthesizing an amide compound through photocatalysis in a water phase. The method comprises the following steps: putting catalysis amounts of a free radical initiator, an amine derivative, a carboxylic acid derivative, a phase transfer catalyst, an inorganic base and water into a reaction container, carrying out a reaction in a photocatalysis reaction instrument at certain power under a room temperature condition, after a certain time, carrying out extraction by using a small amount of ethyl acetate, and carrying out recrystallization, so as to obtain theamide compound, wherein the free radical initiator is eosin, methyl orange, sodium persulfate, ammonium persulfate or potassium peroxodisulfate, the phase transfer catalyst is tetrabutylammonium bromide, and the power of the photocatalytic reaction instrument is 5W. By adopting the method disclosed by the invention, toxic thionyl chloride or phosphorus oxychloride is not needed for a chlorinationreaction, water is adopted as a solvent, a novel photocatalysis method is used, and the amide compound with a high yield can be prepared through a room-temperature reaction for 2-5 hours with an incandescent light bulb of 5W, and in addition, the method is simple in aftertreatment, and low in cost and is an ideal green synthesis method of amide compounds.

Chemoselective Synthesis of N-arylbenzamides and Benzoyloxyacetanilides from Aryl Isocyanides: Styrene as Aryl and Arylcarboxymethylene Source

Styrenes serve as unique aryl or arylcarboxymethylene source towards aryl isocyanides in the presence of Cu(II)/TBHP, and yield N-arylbenzamides or benzoyloxyacetanilides respectively. The chemoselectivity of the reaction is controlled by the nature of the substituents present on styrene ring. Whereas styrenes substituted with electron-releasing alkyl and alkoxy groups yield N-arylbenzamides, unsubstituted styrene and those with electron-withdrawing substituents furnish benzoyloxyacetanilides as the major product. With benzylamines as the substrate, N-arylbenzamides are formed exclusively as they act only as an aryl donor. TBHP serves as a promoter and oxygen source. Both the pathways are believed to proceed through an initial oxidative C?C bond cleavage of styrene. (Figure presented.).

Method for synthesizing aryl formamide with one-pot process

The invention discloses a method for synthesizing aryl formamide with a one-pot process. The method is a one-pot synthesis method, purification of intermediate products is not required, and a reaction equation of the method is shown in the specification, wherein Ar represents phenyl, aromatic heterocycte and the like, and R represents alkyl, aryl and the like. The method for synthesizing aryl formamide has the characteristics of low reaction temperature, high safety performance, high product purity, high yield and the like, and is convenient to operate.

Vanadium-Catalyzed Oxidative C(CO)-C(CO) Bond Cleavage for C-N Bond Formation: One-Pot Domino Transformation of 1,2-Diketones and Amidines into Imides and Amides

A novel vanadium-catalyzed one-pot domino reaction of 1,2-diketones with amidines has been identified that enables their transformation into imides and amides. The reaction proceeds by dual acylation of amidines via oxidative C(CO)-C(CO) bond cleavage of 1,2-diketones to afford N,N′-diaroyl-N-arylbenzamidine intermediates. In the reaction, these intermediates are easily hydrolyzed into imides and amides through vanadium catalysis. This method provides a practical, simple, and mild synthetic approach to access a variety of imides as well as amides in high yields. Moreover, one-step construction of imide and amide bonds with a long-chain alkyl group is an attractive feature of this protocol.

Nickel-Catalyzed Reductive Addition of Aryl/Benzyl Halides and Pseudohalides to Carbodiimides for the Synthesis of Amides

A Nickel-catalyzed reductive process is described for the direct amidation of benzyl and aryl halides using carbodiimides as the amidating agent. Moreover, aryl and benzyl C–O electrophiles such as triflate, acetate, tosylate, trityl ether, and pivalate were converted into amides using this method. The in-situ-generated Ni0acts as a catalyst for the reaction at room temperature for benzylic substrates, and 70 °C for aryl electrophiles. This new nickel-catalyzed reductive coupling protocol provides a general and operationally simple method for the synthesis of diverse amides using carbodiimides. Amides bearing bulky substituents can be synthesized by this strategy in high yield, which demonstrates its effectiveness in amide synthesis.