13256-77-4

Upstream product

• 504-24-5 4-aminopyridine 
• 622-58-2 p-Tolylisocyanate 
• 106-49-0 p-toluidine 
• 4013-73-4 isonicotinoyl azide 
• 201230-82-2 carbon monoxide 

Relevant academic research and scientific papers

“Urea to Urea” Approach: Access to Unsymmetrical Ureas Bearing Pyridyl Substituents

A protocol for the synthesis of unsymmetrical ureas substituted by pyridyl/quinolinyl moiety has been developed. This method concluded in metal- and base-free reamination of N,N-dimethyl-N‘-hetaryl ureas with a wide range of aryl and alkyl amines. The isolated yields vary from 40 to 96% depending on the nucleophilicity of the amines. The scope of this method includes more than 50 examples. The reaction is not hindered by either donor or acceptor groups as well as diverse functionalities. The synthesis can be easily scaled to gram quantities. Theoretical calculations supported by experimental data allowed us to propose a plausible mechanism for the process. This reaction takes place through the intermediate formation of hetaryl isocyanate. (Figure presented.).

Phosgene-free synthesis of N-Aryl-N'-(4-pyridinyl)ureas via selenium-catalyzed oxidative carbonylation of 4-Aminopyridine with aromatic amines

A facile, phosgene-free approach with high atom economy has been developed for the synthesis of N-Aryl-N'-(4-pyridinyl)ureas. With cheap selenium as the catalyst, carbon monoxide (instead of phosgene) as the carbonyl reagent, N-Aryl-N'-(4-pyridinyl)ureas can be obtained in a one-pot manner mostly in moderate to good yields via oxidative cross-carbonylation of 4-Aminopyridine with a variety of aromatic amines in the presence of oxygen under atmospheric pressure. The mechanism for the synthesis of N-Aryl-N'-(4-pyridinyl)ureas is also proposed.

Substituent effect of N-aryl-N′-pyridyl ureas as thermal latent initiators on ring-opening polymerization of epoxide

A series of N-aryl-N′-pyridyl ureas were synthesized by the reactions of 4-aminopyridine (4AP) with the corresponding isocyanates such as phenyl isocyanate, 4-methylphenyl isocyanate, 4-methoxyphenyl isocyanate, 4-chlorophenyl isocyanate, 4-(trifluorometh

N-phenyl-N'-pyridinylureas as anticonvulsant agents

A series of N-phenyl-N'-pyridinylureas was examined for anticonvulsant activity. Extensive structure/activity investigations revealed optimal activity in the N-(2,6-disubstituted-phenyl)-N'-(4-pyridinyl)urea series, with 37 exhibiting the best overall anticonvulsant profile. Compound 37 was effective against seizures induced by maximal electroshock but did not protect mice from clonic seizures produced by the convulsant pentylenetetrazol. The overall pharmacological profile suggests that 37 would be of therapeutic use in the treatment of generalized tonic-clonic and partial seizures. Compound 37 was selected for Phase 1 clinical trials.

Heteroacyl Azides as Acylating Agents for Aromatic or Heteroatomic Amines (1)

The possibility of formation of substituted heterocyclic amides from heteroacyl azides and aromatic or heteroatomic amines was investigated.Although acylation proceeded in some cases under mild reaction conditions, formation of N,N'-disubstituted ureas was the main process at elevated temperatures.