13142-10-4

Usage

Functional groups

Urea derivative, bromophenyl group, chlorophenyl group

Structure

The urea molecule has two nitrogen atoms, with a bromophenyl group attached to one nitrogen and a chlorophenyl group attached to the other nitrogen.

Organic synthesis

Used as a building block for the preparation of various pharmaceuticals and biologically active molecules.

Medicinal chemistry

Employed in the development of new drugs and therapies.

Chemical intermediate

Acts as a precursor for the synthesis of other compounds with diverse applications in various industries.

Potential biological activities

May have biological activities that contribute to its role in the development of new drugs and therapies.

Physical properties

Not provided in the material, but may include appearance, solubility, melting point, and boiling point.

Chemical properties

Not provided in the material, but may include reactivity, stability, and potential hazards.

Upstream product

• 14917-59-0 p-bromobenzoyl azide 
• 106-47-8 4-chloro-aniline 
• 21368-28-5 4-chlorobenzoyl azide 
• 106-40-1 4-bromo-aniline 
• 7647-01-0 hydrogenchloride 
• 861622-00-6 (4-bromo-phenyl)-(4-chloro-phenyl)-carbodiimide 
• 7732-18-5 water 
• 17738-71-5 2-((4-chlorophenyl)-amino)-2-oxoacetic acid 
• 637-87-6 1-Chloro-4-iodobenzene 
• 67-66-3 chloroform 
• 1073974-17-0 S-p-methylphenyl N-p-bromophenylthiocarbamate 

Relevant academic research and scientific papers

Photocatalyzed synthesis of unsymmetrical ureas via the oxidative decarboxylation of oxamic acids with PANI-g-C3N4-TiO2 composite under visible light

The synthesis of unsymmetrical ureas via the photocatalyzed oxidative decarboxylation of oxamic acids has been developed. The carbamoyl radicals were generated from oxamic acids in the presence of a hypervalent iodine reagent and the PANI(Polyaniline)-g-C3N4-TiO2 composite under visible light irradiation. The radicals were converted in situ into the corresponding isocyanates, which were then trapped by amines to afford the corresponding products in moderate to good yields. This protocol avoided the direct use of environmentally unfriendly isocyanates and a series of substrates were tolerated. Moreover, the photocatalyst could be readily recovered by simple filtration and be reused for several runs with only a slight decrease in the catalytic activity.

Pd/C-Catalyzed Domino Synthesis of Urea Derivatives Using Chloroform as the Carbon Monoxide Source in Water

A Pd/C-catalyzed domino synthesis of symmetrical and unsymmetrical ureas from aryl iodides, sodium azide, amines and CHCl3 in water has been developed. This reaction proceeds with sequential carbonylation, Curtius rearrangement and nucleophilic addition. CHCl3 serves as a convenient and safe alternation of CO gas in the presence of KOH. A series of urea derivatives were obtained in moderate to good yields with good functional group tolerance. Furthermore, the Pd/C catalyst could be readily recovered with slight decrease in the catalytic activity after six consecutive runs. (Figure presented.).

Kinetics and mechanism of the anilinolysis of S-aryl N-arylthiocarbamates in acetonitrile

The aminolysis reactions of S-aryl N-arylthiocarbamates (YC 6H4NH-C(=O)-SC6H4Z, 1) with anilines in acetonitrile are studied. The reaction rates are more influenced by the nucleophilicity of the nucleophile than the nucleofugality of the leaving group, but the change In the effective charge from reactants to the TS for formation of the tetrahedral intermediate is slightly greater in the leaving group (βz from-0.07 to -0.14) than In the nucleophile (βx = 0.04-0.12). The magnitude of the Broensted coefficients are in the range of values that are consistent for a stepwise mechanism with rate-limiting formation of the zwitterionic tetrahedral intermediate. Signs of cross-interaction constants, ρxy (>0), ρxz (>0) and ρyz (0), are all consistent with a stepwise mechanism. It Is concluded that the change of the amine from benzylamines to anilines causes a shift of the aminolysis mechanism from a concerted to a stepwise process. Copyright