55239-35-5

Upstream product

• 75-44-5 phosgene 
• 7006-52-2 3-chloro-N-methylaniline 
• 32315-10-9 bis(trichloromethyl) carbonate 
• 108-42-9 3-chloro-aniline 

Downstream Products

• 22950-19-2 4-{2-[3-(3-Chloro-phenyl)-3-methyl-ureido]-ethyl}-benzenesulfonamide 
• 1462364-85-7 1-(3-chlorophenyl)-3-(1-cyanoethyl)-1-methylurea 
• 1462364-89-1 1-(3-chlorophenyl)-3-(1-cyanoethyl)-1,3-dimethylurea 
• 1462365-13-4 4-(3-chlorophenyl)-5-imino-1,3,4-trimethylimidazolidin-2-one 
• 1462366-66-0 (S)-1-((3-chlorophenyl)(methyl)carbamoyl)pyrrolidine-2-carboxylic acid 
• 1462365-27-0 5-(3-chlorophenyl)-1,3,5-trimethylimidazolidin-2,4-one 
• 1462366-64-8 tert-butyl (S)-1-((3-chlorophenyl)(methyl)carbamoyl)pyrrolidine-2-carboxylate 
• 1462366-81-9 methyl (S)-2-{[(3-chlorophenyl)(methyl) carbamoyl]amino}-4-(methylsulfanyl)butanoate 
• 1462366-82-0 methyl (S)-2-{[(3-chlorophenyl)(methyl)carbamoyl](methyl)amino}-4-(methylsulfanyl)butanoate 

Relevant academic research and scientific papers

Chemoenzymatic Synthesis of Substituted Azepanes by Sequential Biocatalytic Reduction and Organolithium-Mediated Rearrangement

Enantioenriched 2-aryl azepanes and 2-arylbenzazepines were generated biocatalytically by asymmetric reductive amination using imine reductases or by deracemization using monoamine oxidases. The amines were converted to the corresponding N′-aryl ureas, which rearranged on treatment with base with stereospecific transfer of the aryl substituent to the 2-position of the heterocycle via a configurationally stable benzyllithium intermediate. The products are previously inaccessible enantioenriched 2,2-disubstituted azepanes and benzazepines.

Rhodium catalyzed regioselective arene homologation of aryl urea via double C–H bond activation and migratory insertion of alkyne

A convenient rhodium catalyzed oxidative arene homologation of aniline derivatives with symmetrical or unsymmetrical alkynes using Cu(OAc)2as oxidant is described. Urea group is shown to be effective as a directing group for initial ortho C–H activation. Two migratory insertion events of alkyne into Rh–C bond occur successively, both with complete regioselectivity. This method is particularly useful for synthesis of polyarenes with different substituents, which has not been reported with conventional protocol. A mechanism has been proposed to explain the observed data.

Intramolecular arylation of amino acid enolates

Dianionic enolates formed from N′-aryl urea derivatives of amino acids undergo intramolecular C-arylation by attack of the enolate anion on the N′-aryl ring, leading to a hydantoin derivative of a quaternary amino acid. In situ IR studies allow identification of four intermediates on the reaction pathway.