5499-34-3

Upstream product

• 110-89-4 piperidine 
• 1821-33-6 N-phenyl-N'-benzoylurea 
• 112776-07-5 C₂₁H₁₆N₂O₂ 
• 94398-07-9 3-Benzoyl-1-methyl-1-phenyl-urea 
• 113003-31-9 3-Benzoyl-1-(4-chloro-phenyl)-1-methyl-urea 
• 2158-03-4 1-piperidinecarboxamide 
• 108-86-1 bromobenzene 
• 13939-06-5 molybdenum hexacarbonyl 
• 94123-66-7 S-phenyl 2-oxo-2-phenylethanethioate 
• 4461-33-0 benzoyl isocyanate 

Relevant academic research and scientific papers

Copper(II)-Catalyzed Reactions of α-Keto Thioesters with Azides via C-C and C-S Bond Cleavages: Synthesis of N-Acylureas and Amides

Cu(II)-catalyzed reaction of α-keto thioesters with trimethylsilyl azide (TMSN3) proceeds with the transformation of the thioester group into urea through C-C and C-S bond cleavages, constituting a practical and straightforward synthesis of N-acylureas. When diphenyl phosphoryl azide (DPPA) is used instead as the azide source in an aqueous environment, primary amides are formed via substitution of the thioester group. The reactions are proposed to proceed through Curtius rearrangement of the initially formed α-keto acyl azide to generate an acyl isocyanate intermediate, which reacts further with an additional amount of azide or water and rearranges to afford the corresponding products. To demonstrate the potentiality of the method, one-step syntheses of pivaloylurea and isovaleroylurea, displaying anticonvulsant activities, have been carried out.

New synthesis of aryl and heteroaryl N-acylureas via microwave-assisted palladium-catalysed carbonylation

A new, practical synthesis of aryl and heteroaryl N-acylureas has been developed via palladium-catalysed carbonylation of aryl or heteroaryl halides in the presence of urea nucleophiles. A range of reactions illustrating the wide scope of this reaction was carried out under microwave irradiation, using either carbon monoxide gas in a vessel equipped with a gas inlet adapter, or molybdenum hexacarbonyl as the carbon monoxide source in standard microwave vials. The reactions proceeded in good to excellent yields. To illustrate the usefulness of this method a one-step synthesis of the important insecticide diflubenzuron is reported.

Reactions of N- or N'-Blocked N-acylureas with Amines

In order to make reactions of N-acylureas with amines more selective N- or N'-blocked derivatives were prepared.Their fragmentation was examined.

N-Acyl- and N-Aryl-N'-alkylidenureas as Precursors of Isocyanates or Acylisocyanates

Derivatives of isocyanates or acylisocyanates were prepared by reactions with ketimines.Fragmentation reactions of the product were examined.