5463-11-6

Usage

Uses

Used in Organic Synthesis:
[bis(4-chlorophenyl)methylidene]hydrazine is utilized as a key intermediate in the synthesis of various organic compounds. Its unique structure allows for the creation of a wide range of chemical products, making it a valuable component in organic chemistry.
Used in Chemical Reactions as a Reagent:
[bis(4-chlorophenyl)methylidene]hydrazine also serves as a reagent in numerous chemical reactions, facilitating the formation of desired products and aiding in the advancement of chemical research and development.
Used in Pharmaceutical Research:
Due to its distinctive structural properties, [bis(4-chlorophenyl)methylidene]hydrazine may have potential applications in pharmaceutical research. Its ability to form various organic compounds and participate in chemical reactions could contribute to the discovery and development of new pharmaceutical agents.
It is crucial to handle [bis(4-chlorophenyl)methylidene]hydrazine with care, as it can be hazardous if not used properly. Proper safety measures and precautions should be taken to ensure the safe use of [bis(4-chlorophenyl)methylidene]hydrazine in any application.

Upstream product

• 90-98-2 4,4'-Dichlorobenzophenone 

Downstream Products

• 1540-63-2 4,4'-(2,2-difluoroethene-1,1-diyl)bis(chlorobenzene) 
• 57070-99-2 4,4'-dichlorobenzhydryl ethyl ether 
• 13271-47-1 -p-dimethylaminophenyl-diphenyl-phosphazin 
• 13271-46-0 -triphenylphosphazin 
• 79289-41-1 1-(4,4'-dichlorodiphenylmethylene)-3-oxo-1,2-diazetidinium hydroxide, inner salt 
• 106864-92-0 benzyl bis(4-chlorophenyl)methanethiosulfonate 
• 106864-84-0 methyl bis(4-chlorophenyl)methanesulfinate 
• 78525-36-7 1,1,2,2-tetrakis(4-chlorophenyl)ethene 
• 101-76-8 4,4'-dichlorodiphenylmethane 
• 86456-49-7 Methyl 1-methyl-2,2-bis(4-chlorophenyl)cyclopropanecarboxylate 
• 79289-17-1 4,4'-dichlorobenzophenone α-chloroacetylhydrazone 
• 6861-53-6 4,4’-dichlorobenzophenone dimethyl acetal 

Relevant academic research and scientific papers

Copper-Mediated Cross-Coupling of Diazo Compounds with Sulfinates

A copper-mediated cross-coupling reaction between a diazo compound and a sodium alkane(arene)sulfinate gives a sulfone as the product. This reaction proceeds under mild conditions and features excellent functional group compatibility. A wide range of sodium alkane(arene)sulfinates were successfully applied in this chemistry. Mechanistic studies revealed that the overall reaction efficiency of the sulfinates was in line with their nucleophilicity in this reaction.

Dehalogenative Cross-Coupling of gem-Difluoroalkenes with Alkyl Halides via a Silyl Radical-Mediated Process

Herein, we describe a convenient general protocol for monofluoroalkenylation reactions of alkyl bromides involving cooperative visible-light photoredox catalysis and halogen abstraction. Mechanistic experiments showed that the products were generated by selective cross-coupling of aliphatic radicals with fluoroalkenyl radicals. Silyl radical-mediated halogen abstraction enabled the protocol to be used for the monofluoroalkenylation of a broad range of alkyl and heteroaryl halides. The protocol could be carried out on a gram scale and was applied to cholesterol, indicating its utility for late-stage monofluoroalkenylation reactions.

Direct α-Monofluoroalkenylation of Heteroatomic Alkanes via a Combination of Photoredox Catalysis and Hydrogen-Atom-Transfer Catalysis

In this study, a new C(sp3)-H monofluoroalkenylation reaction involving cooperative visible-light photoredox catalysis and hydrogen-atom-transfer catalysis to afford products generated by selective hydrogen abstraction and radical-radical cross-coupling was described. This mild, efficient reaction shows high regioselectivity for the α-carbon atoms of amines, ethers, and thioethers and thus allows the preparation of monofluoroalkenes bearing various substituents. The reaction was applied to two bioactive molecules, indicating its utility for late-stage monofluoroalkenylation of compounds with inert C(sp3)-H bonds.

Trifluoromethylation and Monofluoroalkenylation of Alkenes through Radical–Radical Cross-Coupling

The first visible-light-induced trifluoromethylation and monofluoroalkenylation of simple alkenes via a challenging radical–radical cross-coupling step was achieved. This method provided a mild, step-economical and redox-neutral route to privileged two different fluorinated difunctionalized allyl compounds. The utility of this method is illustrated by late-stage modification of medically important molecules.

Visible light photocatalytic decarboxylative monofluoroalkenylation of α-amino acids with: Gem -difluoroalkenes

α-Amino acids are among the most common biologically active molecules in nature, and their functionalization has attracted much attention. In this communication, a novel, efficient and general visible-light photocatalytic decarboxylative monofluoroalkenylation of N-protected α-amino acids with gem-difluoroalkenes is reported, affording the corresponding α-amino monofluoroalkenes which might find applications in medical chemistry and materials science. The reaction proceeded at room temperature with high efficiency and tolerance of various functional groups.

Hypervalent-iodine(iii) oxidation of hydrazones to diazo compounds and one-pot nickel(ii)-catalyzed cyclopropanation

A one-pot process for the catalytic cyclopropanation of various alkenes with unsubstituted hydrazones is described. Iodosobenzene (Ph = O) was found to be a competent oxidant of hydrazones to diazo compounds. Ni(OH)2 was chosen as an effective and cheap metal catalyst. The cyclopropane products can be generated efficiently (5 min-4 h) in moderate to good yields (42-91%) under mild (80°C) and neat conditions.

Microwave assisted solvent-free C-H amination by silica-supported manganese dioxide

An effective and convenient method has been developed for the preparation of 1-unsubstituted 1H-indazoles via C-H amination of N-acetylhydrazones in the presence of a catalytic amount of manganese dioxide under microwave irradiation. This new method featured easy operation and relatively short reaction-time.

gem-Difluoroolefination of Diazo Compounds with TMSCF3 or TMSCF2Br: Transition-Metal-Free Cross-Coupling of Two Carbene Precursors

A new olefination protocol for transition-metal-free cross-coupling of two carbene fragments arising from two different sources, namely, a nonfluorinated carbene fragment resulting from a diazo compound and a difluorocarbene fragment derived from Ruppert-Prakash reagent (TMSCF3) or TMSCF2Br, has been developed. This gem-difluoroolefination proceeds through the direct nucleophilic addition of diazo compounds to difluorocarbene followed by elimination of N2. Compared to previously reported Cu-catalyzed gem-difluoroolefination of diazo compounds with TMSCF3, which possesses a narrow substrate scope due to a demanding requirement on the reactivity of diazo compounds and in-situ-generated CuCF3, this transition-metal-free protocol affords a general and efficient approach to various disubstituted 1,1-difluoroalkenes, including difluoroacrylates, diaryldifluoroolefins, as well as arylalkyldifluoroolefins. In view of the ready availability of diazo compounds and difluorocarbene reagents and versatile transformations of 1,1-difluoroalkenes, this new gem-difluoroolefination method is expected to find wide applications in organic synthesis.

Cu(I)-catalyzed coupling of diaryldiazomethanes with terminal alkynes: An efficient synthesis of tri-aryl-substituted allenes

A highly efficient method for the synthesis of tri-aryl-substituted allenes has been developed through Cu(I)-catalyzed coupling of diaryldiazomethanes with terminal alkynes. The reaction is under mild conditions and uses simple and inexpensive CuI as the catalyst. Mechanistically, the reaction follows a pathway involving Cu(I) carbene migratory insertion.

Substituted diaryldiazomethanes and diazofluorenes: Structure, reactivity and stability

The synthesis of several substituted diaryldiazomethanes and diazofluorenes, and an assessment of their structure, reactivity and stability, is reported.