6940-51-8

Upstream product

• 51883-90-0 4-Chloro-N-[(3,5-dimethyl-pyrazol-1-yl)-imino-methyl]-benzamide 
• 57-13-6 urea 
• 74-11-3 para-chlorobenzoic acid 
• 5372-78-1 4-chloro-N-cyanobenzamide 
• 36055-54-6 C₈H₄Cl₅N₂OP 

Downstream Products

• 1711-61-1 5-(4-chlorophenyl)-3H-[1,3,4]oxadiazol-2-one 
• 66147-12-4 2-(4-chloro-phenyl)-[1,3,4]oxadiazolo[2,3-b]quinazolin-5-one 
• 90736-28-0 2-chloro-5-(4-chloro-phenyl)-[1,3,4]oxadiazole 
• 84043-67-4 2-(4-Chloro-phenyl)-5-phenyl-[1,3,4]oxadiazolo[3,2-a][1,3,5]triazine-7-thione 

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.

Novel two-step, one-pot synthesis of primary acylureas

A new procedure for the synthesis of primary acylureas from cyanamide and a variety of carboxylic acids is described. Under mild reaction conditions, the products were obtained in good yield from commercially available starting materials.

Nucleophilic substitution of urea on aromatic carboxylic acids via phosphorylation

The nucleophilic substitution reaction of urea on aromatic carboxylic acids has been carried out via phosphorylation.Five different carboxylureas have been synthesised in good yields and with high purity.This new route makes the existing corrosive acid chloride route easier and can be used as a general route for the preparation of any acid-urea substitution product.The products have been characterized by elemeental analyses and spectral data (IR, PMR and mass).