3973-99-7

Upstream product

• 14849-57-1 (E)-N'-(1-phenylethylidene)acetohydrazide 
• 98-85-1 1-Phenylethanol 
• 1068-57-1 acetic acid hydrazide 
• 64-19-7 acetic acid 
• 24292-42-0 (1-phenyl-ethyl)-hydrazine 
• 98-86-2 acetophenone 

Relevant academic research and scientific papers

Ruthenium-Catalyzed Enantioselective Hydrogenation of Hydrazones

Prochiral hydrazones undergo efficient and highly selective hydrogenation in the presence of a chiral diphosphine ruthenium catalyst, yielding enantioenriched hydrazine products (up to 99% ee). The mild reaction conditions and broad functional group tolerance of this method allow access to versatile chiral hydrazine building blocks containing aryl bromide, heteroaryl, alkyl, cycloalkyl, and ester substituents. This method was also demonstrated on >150 g scale, providing a valuable hydrazine intermediate en route to an active pharmaceutical ingredient.

Nickel-Catalyzed N-Alkylation of Acylhydrazines and Arylamines Using Alcohols and Enantioselective Examples

A borrowing-hydrogen reaction between amines and alcohols is an atom-economic way to prepare alkylamines, ideally with water as the sole byproduct. Herein, nickel catalysts are used for direct N-alkylation of hydrazides and arylamines using racemic alcohols. Moreover, a nickel catalyst of (S)-binapine was used for an asymmetric N-alkylation of benzohydrazide with racemic benzylic alcohols.

Method for preparing secondary amine or N'-alkyl hydrazide through nickel catalysis N-alkylation reaction

The invention discloses a method for preparing secondary amine or N'-alkyl hydrazide through nickel catalysis N-alkylation reaction. Amine or hydrazide is used as raw materials; alcohol is used as an alkylation agent; N-alkylation reaction is performed under the nickel catalysis condition; the secondary amine or N'-alkyl hydrazide is prepared. Compared with the prior art, the method provided by the invention has the advantages that the N-alkylation reaction is performed; active catalysts can be generated in situ by nickel salt and phosphine ligands; the preparation of catalysts in advance is avoided; the operation is simple and convenient; the experiment steps and the experiment cost are reduced. Cheap nickel is used as the catalysts; the consumption of the catalysts is low; the use of expensive and high-toxicity precious metal is avoided; the experiment cost is further reduced; the hydrogen borrowing strategy is utilized; the N'-alkylation of the hydrazide is realized for the first time; byproducts only contain water. Compared with other preparation methods, the method has the advantage that the reaction environment-friendly performance is realized.

Extending the Scope of the B(C6F5)3-Catalyzed C=N Bond Reduction: Hydrogenation of Oxime Ethers and Hydrazones

The B(C6F5)3-catalyzed hydrogenation is applied to aldoxime triisopropylsilyl ethers and hydrazones bearing an easily removable phthaloyl protective group. The C=N reduction of aldehyde-derived substrates (oxime ethers and hydrazones) is enabled by using 1,4-dioxane as the solvent known to participate as the Lewis-basic component in FLP-type heterolytic dihydrogen splitting. More basic ketone-derived hydrazones act as Lewis bases themselves in the FLP-type dihydrogen activation and are therefore successfully hydrogenated in nondonating toluene. The difference in reactivity between aldehyde- and ketone-derived substrates is also reflected in the required catalyst loading and dihydrogen pressure.

1-Acyl-2-alkylhydrazines by the Reduction of Acylhydrazones

1-Acyl-2-alkylhydrazines were easily prepared by the reduction of acylhydrazones with triethylsilane in the presence of trifluoroacetic acid.