27587-13-9

Upstream product

• 134-32-7 1-amino-naphthalene 
• 552-89-6 2-nitro-benzaldehyde 

Relevant academic research and scientific papers

Microwave-assisted Cadogan reaction for the synthesis of 2-aryl-2H-indazoles, 2-aryl-1H-benzimidazoles, 2-carbonylindoles, carbazole, and phenazine

(Chemical Equation Presented) The Cadogan reaction, a widely accepted route for the synthesis of nitrogen containing heterocycles, is modified by using microwave radiation as the source of heat instead of the conventional heating by reflux in a nitrogen atmosphere for several hours. Appropriate starting materials were mixed with triethyl phosphite or triphenylphosphine and irradiated with microwaves for several minutes at a specific power to give the desired products. The indazoles were prepared by irradiating N-(2-nitrobenzylidene) anilines with triethyl phosphite at 200 W for 12-14 min to give 85-92% product yields. Irradiation of the mixture of N-benzylidene-2-nitroanilines and triphenylphosphine at 200 W for 3-5 min yielded 93-96% of the benzimidazoles. The carbonylindoles were obtained in 61-68% yields by irradiating 2-nitrochalcone or alkyl 2-nitrocinnamates and triphenylphosphine with microwaves at 80-200 W for 8-11 min. The mixture of 2-nitrobiphenyl and triphenylphosphine yielded 96% of carbazole when irradiated with microwaves at 200 W for 2 min while 75% of phenazine was obtained by irradiating the mixture of 2-nitrodiphenylamine and triphenylphosphine with microwaves at 200 W for 3.5 min. These results show that microwave-assisted Cadogan reactions gave better product yields at shorter reaction times.

Preparation of the library of fluorescent aromatic aminophosphonate phenyl and benzyl esters

Classical hydrophosphonylation of Schiff bases have been used for the preparation of library of diphenyl and dibenzyl aromatic aminomethylphosphonates N-substituted with aromatic moieties. The reaction, although being capricious provided the desired products in satisfactory yields. When using harsh reaction conditions conversion of diphenyl esters into monophenyl ones was observed. On the other hand, the use of more delicate conditions resulted in lack of hydrophosphonylation. The fluorescence studies revealed that the obtained library could be used for the construction of diagnostic microarrays.

Synthesis and antimicrobial evaluation of some 4-thiazolidinone derivatives containing polynuclear hydrocarbon

Some 4-thiazolidinone derivatives have also been known to be associated with several biological activities thus can be utilized as promising scaffold for developing analogues. Aryl aldehydes were treated with naphthylamine to yield corresponding Schiff's

Microwave-assisted molybdenum-catalyzed reductive cyclization of o -nitrobenzylidene amines to 2-Aryl-2 H -indazoles

The reductive cyclization of o-nitrobenzylidene amines under microwave conditions employing MoO2Cl2(dmf)2 as catalyst and Ph3P as reducing agent delivers 2-aryl-2H-indazoles with yields ranging from 61-92%. Georg Thieme Verlag Stuttgart. New York.

Oriented synthesis and in vitro anticancer activity of biquinazoline-2,2'- diones

The synthesis of a series of biquinazoline-2,2'-diones starting from o-nitrobenzaldehydes, anilines, and triphosgene is presented. This general approach features a novel and easy way for access to the target products. The mechanistic course of the reaction suggests the involvement of reduction, coupling, and cyclization by one-pot. These compounds were also investigated in vitro for anticancer activity, and some were found to have good anticancer activity.

A thermal study of some Schiff bases derivative of α-napthylamine

Thermal analyses of some Schiff bases, derivative of α-napthylamine, were performed by the DSC, TG and DTA techniques. The thermograms were used to determine various kinetic parameters, such as the order of degradation (n), energy of activation (E), frequ