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Usage

Uses

Used in Pharmaceutical Industry:
3,5-Dichlorophenylhydrazine hydrochloride is used as a synthetic intermediate for the preparation of various pharmaceutical compounds. It plays a crucial role in the synthesis of drugs with diverse therapeutic applications, including the preparation of [2-(3,5-dichlorophenyl)-1,1-dioxo-2,3-dihydro-1H-1λ6-[1,2,3,5]thiatriazol-4-yl]dimethylamine, which is a compound with potential therapeutic properties.
In the field of organic chemistry, 3,5-Dichlorophenylhydrazine hydrochloride is used as a reagent for the synthesis of various organic compounds. Its ability to form derivatives and participate in chemical reactions makes it a valuable component in the development of new chemical entities with potential applications in various industries.

InChI:InChI=1/C6H6Cl2N2.ClH/c7-4-1-5(8)3-6(2-4)10-9;/h1-3,10H,9H2;1H

Upstream product

• 19752-55-7 1-bromo-3,5-dichlorobenzene 
• 1352877-25-8 (3R,4S)-4-hydroxy-2-oxotetrahydrofuran-3-yl 2-(2-(3,5-dichlorophenyl)hydrazinyl)-2-oxoethanoate 

Downstream Products

• 137836-38-5 (E)-ethyl 2-(2-(3,5-dichlorophenyl)hydrazono)propanoate 
• 77635-95-1 N-(3,5-Dichloro-phenyl)-N'-[2,2,2-trifluoro-1-phenyl-eth-(Z)-ylidene]-hydrazine 
• 77635-60-0 N-[Bis-(4-methoxy-phenyl)-methylene]-N'-(3,5-dichloro-phenyl)-hydrazine 
• 77635-77-9 4-{1-[(3,5-Dichloro-phenyl)-hydrazono]-ethyl}-benzonitrile 
• 77635-55-3 2-{1-[(3,5-Dichloro-phenyl)-hydrazono]-ethyl}-4,5-dimethyl-phenol 
• 77636-02-3 2,4-dichlorophenylglyoxal bis(3,5-dichlorophenylhydrazone) 
• 77635-84-8 N-[1-(4-Chloro-phenyl)-eth-(E)-ylidene]-N'-(3,5-dichloro-phenyl)-hydrazine 
• 77635-51-9 N-(3,5-Dichloro-phenyl)-N'-[1-(2,4-dimethoxy-phenyl)-eth-(E)-ylidene]-hydrazine 
• 77635-68-8 N-(3,5-Dichloro-phenyl)-N'-[1-(4-ethoxy-phenyl)-eth-(E)-ylidene]-hydrazine 
• 77635-42-8 N-(3,5-Dichloro-phenyl)-N'-[1-(3-nitro-phenyl)-eth-(E)-ylidene]-hydrazine 
• 117378-02-6 5-chloro-1-(3,5-dichlorophenyl)-1H-pyrazole-4-carboxylic acid ethyl ester 
• 112960-09-5 1-(3,5-dichlorophenyl)-5-(methylthio)-1H-pyrazole-4-carboxylic acid ethyl ester 
• 112960-11-9 5-cyano-1-(3,5-dichlorophenyl)-1H-pyrazole-4-carboxylic acid ethyl ester 
• 112960-10-8 1-(3,5-dichlorophenyl)-5-(methylsulfonyl)-1H-pyrazole-4-carboxylic acid ethyl ester 

Relevant academic research and scientific papers

Synthesis of Aryl Hydrazines via CuI/BMPO Catalyzed Cross-Coupling of Aryl Halides with Hydrazine Hydrate in Water

The N,N’-bis(2,6-dimethylphenyl)oxalamide was discovered as a powerful ligand for Cu-catalyzed cross-coupling of aryl halides with hydrazine hydrate, leading to the formation of a variety of aryl hydrazines at 80 oC in water under the assistance of K3PO4 and 4 mol% cetyltrimethylammonium bromide from aryl bromides and aryl iodides. Good to excellent yields were observed in most cases.

Piecing together the puzzle: Understanding a mild, metal free reduction method for the large scale synthesis of hydrazines

A key intermediate for the synthesis of hydrazines via a mild, metal free reduction of diazonium salts has been isolated and characterized by X-ray analysis. The presence of this intermediate is general, as demonstrated by the preparation of a number of analogues. A discussion of the mechanism and potential benefits of such a process are also described.