223394-90-9

Upstream product

• 15386-95-5 N₁-phenylsuccinamide 
• 591-50-4 iodobenzene 
• 110-60-1 1,4-diaminobutane 
• 62-53-3 aniline 
• 7578-45-2 N-phenyl-4-chlorobutyramide 
• 1286232-47-0 N-(4-phenylamino)butyramide 
• 926310-13-6 4-azido-N-phenyl-butyramide 
• 163979-84-8 N-(4-phenylamino-butyl)-benzamide 
• 1245641-09-1 N-phenyl-N'-(2,2-dimethylpropionyl)tetramethylenediamine 
• 1245641-08-0 N-(2,4-dichlorobenzoyl)-N'-phenyltetramethylenediamine 
• 73747-25-8 4-(phenylamino)butyronitrile 

Downstream Products

• 1338228-28-6 N-acetyl-N'-phenyl-1,4-butanediamine 
• 13170-61-1 N¹,N⁴-diphenylbutane-1,4-diamine 

Relevant academic research and scientific papers

Zirconium-hydride-catalyzed site-selective hydroboration of amides for the synthesis of amines: Mechanism, scope, and application

Developing mild and efficient catalytic methods for the selective synthesis of amines is a longstanding research objective. In this respect, catalytic deoxygenative amide reduction has proven to be promising but challenging, as this approach necessitates selective C–O bond cleavage. Herein, we report the selective hydroboration of primary, secondary, and tertiary amides at room temperature catalyzed by an earth-abundant-metal catalyst, Zr-H, for accessing diverse amines. Various readily reducible functional groups, such as esters, alkynes, and alkenes, were well tolerated. Furthermore, the methodology was extended to the synthesis of bio- and drug-derived amines. Detailed mechanistic studies revealed a reaction pathway entailing aldehyde and amido complex formation via an unusual C–N bond cleavage-reformation process, followed by C–O bond cleavage.

Solvent-free copper-catalyzed N-arylation of amino alcohols and diamines with aryl halides

A simple and mild method for the coupling of aryl halides with amino alcohols and diamines is described. The reactions can be performed under ligand-free and solvent-free conditions, and generate the products in good yield.

New synthetic routes for N-substituted 1,n-diamines. II. Synthesis of selectively N-substituted tetra- and pentamethylenediamines from ω-alkanoic acid derivatives

A new approach for the synthesis of selectively N-substituted tetra- and pentamethylenediamines 1 (n = 4,5) is described. The method uses N-substituted ω-haloalkanamides 2 as precursors and involves the microwave-promoted conversion into ω-azidocarboxamides 3 and later the reduction of both azido and carboxamide groups with diborane.

New synthetic route for selectively substituted 1,n-diamines. Synthesis of N-aryl tetra- and pentamethylenediamines

A general procedure for the synthesis of N-aryltetra- and pentamethylenediamines 1 by acid hydrolysis of N-aryl-N'-acylalkylenediamines 2 under microwave irradiation is described. The precursors 2 are obtained by amination of the corresponding N-(x-haloal

An efficient synthesis of N-arylputrescines and cadaverines

We present a two-step, general synthesis of N-aryl-putrescines and cadaverines, by cesium carbonate mediated alkylation of anilines with ω-chloronitriles and subsequent reduction. The cesium-mediated alkylation shows remarkable selectivity towards the mon

Cleavage of the etheric bond in cyclopentadienyliron phenolphthalein complexes

The reaction of aliphatic primary amines with phenolphthalein-containing dicyclopentadienyliron complexes led to etheric bond cleavage. This unique cleavage reaction is due to nucleophilic attack by the amines ipso to the etheric group of the complexed arene, which is activated by coordination to the cationic cyclopentadienyliron moiety.