56530-40-6

Upstream product

• 541-41-3 chloroformic acid ethyl ester 
• 100-63-0 phenylhydrazine 
• 6233-02-9 ethyl phenylhydrazocarboxylate 
• 1165952-92-0 cyclohexa-1,4-diene 
• 1972-28-7 diethylazodicarboxylate 
• 71-43-2 benzene 
• 591-50-4 iodobenzene 
• 108-86-1 bromobenzene 
• 4114-28-7 diethyl hydrazodicarboxylate 
• 780-69-8 triethoxyphenylsilane 
• 98-80-6 phenylboronic acid 
• 110-86-1 pyridine 
• 7732-18-5 water 
• 591-51-5 phenyllithium 

Downstream Products

• 101-99-5 N-carboethoxyaniline 
• 603-54-3 N,N-diphenylurea 

Relevant academic research and scientific papers

Sc(OTf)3 catalyzed electrophilic amination of arenes: An expeditious synthesis of aryl hydrazides

Arenes react smoothly with diethyl azodicarboxylate in the presence of a catalytic amount of scandium triflate in dichloromethane at ambient temperature to afford the corresponding aryl hydrazides in high yields with high regioselectivity.

Phenanthroline ligands in aryl palladium hydrazinato complexes: Catalysts for efficient coupling of azo componds with aryl boronic acids

(Chemical Equation Presented) An easy couple: A new protocol for the synthesis of N-arylated amides, based on a coupling between azodicarboxylates and aryl boronic acids, has been developed (see scheme). Palladadiaziridines serve as catalysts for this pro

AgF-Mediated Electrophilic Amination of Alkoxyarylsilanes with Azodicarboxylates

A facile and efficient AgF-mediated electrophilic amination of alkoxyarylsilanes with azodicarboxylates was developed. The reaction proceeds in green solvent under simple and mild conditions to generate the corresponding aryl hydrazines. AgF acts both as a stoichiometric fluoride source and a reagent for transmetalation to the arylsilver intermediate that eventually reacts with azodicarboxylates to provide aryl hydrazines.

Preparation method of silver-mediated N-arylhydrazine compound

The invention relates to a preparation method of an N-aryl hydrazide compound, which comprises the following steps: adding AgF, a reactant I, a reactant II, butanone and a magneton 5 into a reactor in sequence, connecting a condenser pipe, introducing condensate water from bottom to top, placing the reactor in an oil bath pan at 30-70 DEG C, heating, stirring and reacting for 10-12 hours, terminating the reaction, and purifying the product to obtain the N-aryl hydrazide compound. The method is mild in reaction condition, high in selectivity, relatively high in yield and environment-friendly; and the compound has certain biological activity and can be used in the field of synthesis of drugs, pesticides and paint dyes.

Cp?Rh(III)-catalyzed electrophilic amination of arylboronic acids with azo compounds for synthesis of arylhydrazides

A [Cp?Rh(iii)]-catalyzed electrophilic amination of arylboronic acids with diethyl azodicarboxylate (DEAD) was developed, and arylhydrazides were produced in excellent yields and selectivity. The analogous amination with the arylazocarboxylates afforded t

An efficient Pd-catalyzed coupling of hydrazine derivatives with aryl halides

A convenient method for the intermolecular N-arylation of hydrazides with aryl halides in the presence of a palladium catalyst, a MOP-type ligand, and Cs2CO3 is reported. The reaction gives coupling products in good to excellent yiel

Copper(I) iodide catalyzed formation of aryl hydrazides from a mitsunobo reagent and aryl halides

The Mitsonubo reagent (triphenylphosphine and dialkyl azodicarboxylates) was employed as a potential anionic nucleophile in a reaction involving aryl halides to produce aryl hydrazides. Aryl iodides and bromides, with electron-withdrawing as well as electron-releasing groups on the aromatic ring, undergo coupling reactions in good yields. The optimized conditions are developed for aryl iodides at room temperature and for aryl bromides at 60-75C. Georg Thieme Verlag Stuttgart · New York.

Synthesis of arylhydrazines by reaction of arylbromides with DEAD via sonochemical Barbier reaction

A series of arylhydrazines was synthesized from the reaction mixture of Mg powder, 1,2-dibromoethane, aryl bromide and DEAD (diethyl azodicarboxylate) in THF under ultrasound. This sonochemical Barbier reaction provides an efficient and inexpensive prepar

Copper salt catalyzed addition of arylboronic acids to azodicarboxylates

The addition of arylboronic acids 1 to azodicarboxylates 2 in the presence of a catalytic amount of a copper salt under mild reaction conditions gives aryl-substituted hydrazines 3 in high yields. The reaction is tolerant of a wide variety of functional groups.

Anatomy of Ene and Diels-Alder Reactions between Cyclohexadienes and Azodicarboxylates

In contrast with other (C...H...N) hydrogen transfers, the high-pressure kinetics of the ene reaction between cyclohexa-1,4-diene and diethyl azodicarboxylate show a concerted transition state.The discrepancy is assingned to the enhanced rigidity of the cyclohexadiene molecule with orthogonal hydrogen transfer to the nitrogen atom.Cyclohexa-1,3-diene reacts with diethyl azodicarboxylate according to a concerted Diels-Alder reaction.