30769-69-8

Upstream product

• 62-75-9 N-Nitrosodimethylamine 
• 57-14-7 N,N-Dimethylhydrazine 
• 41742-64-7 Li(PhCuCN) 
• 108-86-1 bromobenzene 
• 1907-33-1 lithium tert-butoxide 
• 622-84-4 2-formyl-1-phenylhydrazine 
• 108-90-7 chlorobenzene 
• 66436-23-5 lithium 1,1-dimethylhydrazide 
• 591-51-5 phenyllithium 
• 102536-14-1 C₁₈H₁₆NO₂P 
• 124-40-3 dimethyl amine 
• 64-18-6 formic acid 
• 622-36-6 1-methyl-2-phenylhydrazine 

Downstream Products

• 129191-75-9 2,5-Dimethyl-1-phenyl-tetrahydro-pyrrolo[3,4-c]pyrazole-4,6-dione 
• 103392-69-4 N-ethyl-N',N'-dimethyl-N-phenyl-hydrazine 
• 76579-56-1 N,N,N'-trimethyl-N'-phenylhydrazine 

Relevant academic research and scientific papers

Palladium-catalyzed arylation of N,N-dialkylhydrazines and the subsequent conversion to anilines

Palladium-catalyzed aminations of different ArBr with N,N-dialkylhydrazines are described. The reaction proceeded in moderate to excellent yield (up to 90%) with good functional groups compatibilities as cyano, ester, ketone and Boc-amine groups are all well tolerated. Several hydrazines were proved to be good coupling partners and this process provided a general method for the isosteric replacement of benzyl amines with arylhydrazines. Moreover, a method for the N-N bond cleavage of arylhydrazines was discovered, and this two-step sequence could be employed as an alternative synthesis of aniline derivatives.

Palladium-catalyzed N-arylation of N,N-dialkylhydrazines with aryl chlorides

N,N-Dialkyl-N′-arylhydrazines have been prepared usually in high to excellent yields via the reaction of N,N-dialkylhydrazines with aryl chlorides in the presence of Pd2(dba)3, Xphos and NaO-t-Bu in dioxane at 120°C. With ortho-subst

Metal-catalyzed arylations of hydrazines, hydrazones, and related substrates

A method is provided for the transition metal-catalyzed arylation, or vinylation, of hydrazines, hydrazones, and the like. Additionally, the invention provides a conceptually novel strategy, the cornerstone of which is the transition metal-catalyzed aryla

A general synthesis of amines and hydrazines by oxidation of amidocuprates and zinc-amidocuprates

A wide range of amines and hydrazines were synthesized according to an electrophilic amination protocol by oxidative decomposition of readily generated lithium- and zinc-amidocyanocuprates. Optimization of the yields was achieved by the appropriate combination of the organometallic cluster and the nature of the oxidizing agent.

Oxidative intramolecular coupling of amidocuprates as a novel route to amines and hydrazines

Amidocuprates, derived from organocopper reagents and lithium amides upon exposure to oxygen at low temperature, provide new amine derivatives in satisfactory yields. Details of this flexible and simple methodology are given. The reaction mechanism is analyzed in terms of an oxidative intramolecular coupling of aminyl radicals with the ligands on Cu in the intermediate amidocuprate. This reaction is a mild and efficient method for N-alkylation, -vinylation, and -arylation by which a number of amines, not easily accessible by normal routes, can be synthesized. Once applied to lithium hydrazides, it also provides a new and straightforward entry to N-substituted hydrazines.