25220-28-4

Upstream product

• 1226-42-2 1,2-bis(4-methoxyphenyl)-1,2-ethanedione 
• 3457-48-5 1,2-di(4-methylphenyl)-1,2-ethanedione 
• 57-13-6 urea 
• 288-42-6 oxazol 
• 696-62-8 para-iodoanisole 
• 71193-36-7 (α-chloro-4-methoxybenzyl)-(4-methoxyphenyl)-ketone 

Relevant academic research and scientific papers

2,4,5-Triphenyloxazole - New Preparative Pathway and Properties in Photoinduced Electron Transfer Reactions

The reaction between desylchloride and sodium azide in boiling methanole leads to 2,4,5-triphenyloxazole (TPO) c in good yields.This new synthetic course can be used for the synthesis of other triaryl substituted oxazoles too.The shortlived excited single

Direct arylation of simple azoles catalyzed by 1,10-phenanthroline containing palladium complexes: An investigation of C4 arylation of azoles and the synthesis of triarylated azoles by sequential arylation

Direct triarylation and sequential triarylation reactions of simple azoles catalyzed by [Pd(phen)2]PF6 are described. Simple azoles, such as N-methylimidazole, thiazole, and oxazole, were observed to undergo triaryaltion reactions even at their C4 positions when treated with aryl iodides in the presence of [Pd(phen)2]PF6 as a catalyst and a stoichiometric amount of Cs2CO3 in DMA at 150 °C. Using excess amounts of azoles, selective C5 monoarylation was achieved by using the same catalytic system. Subsequent efforts demonstrated that C5 arylated azoles undergo exclusive C2 arylation using [Pd(phen)2]PF6 as the catalyst with galvinoxyl as an additive. Finally, unprecedented C4 arylation reactions of 2,5-diaryl-azoles occur by using the new catalytic system to give the corresponding triarylated products in good to excellent yields. The results of mechanistic studies suggest that the C2 arylation process takes place by way of an electrophilic aromatic substitution (SEAr) palladation pathway, while arylation reactions at the C4 position occur via a SEAr palladation and/or radical mechanism. Finally, a concise, three-step synthesis of the Tie-2 Tyrosine Kinase Inhibitor has been executed starting with commercially available N-methylimidazole by a route that employs the new sequential arylation process.

Condensation reactions of benzils with ureas in ethylene glycol

Reactions of benzils and urea in ethylene glycol at 180° for 1-2 hours gave 2,4,5-triaryloxazoles as major products and bicyclic imidazoimidazole-2,5-diones as minor products. N-Methylurea and W-phenylurea gave the oxazoles under similar conditions. The solvent seemed to assist the formation of oxazole by eliminating the isocyanate components as ethylene glycol biscarbamates.