23224-99-9Relevant academic research and scientific papers
Synthesis, properties, and mass-spectrometric fragmentation of 2-thio derivatives of 3-arylquinazolin-4-ones
Azev,Golomolzin,Dyulcks,Klyuev,Yatluk
, p. 356 - 361 (2008/09/21)
We have studied the reactions of alkylation, oxidation, and hydrolysis of 3-aryl-2-thioxoquinazolin-4-ones. Alkylation in an alkaline medium occurs exclusively at the sulfur atom. Oxidation by hydrogen peroxide leads to formation of 3-arylquinazoline-2,4-diones. The latter are also obtained in base or acid hydrolysis of the synthesized S-alkyl derivatives. When 3-aryl-2-thioxoquinazolin-4-ones are reacted with iodine, we obtain the disulfides, while the reaction with chlorine in hydrochloric acid leads to 2-chloroquinazolin-4-ones. Studying the mass spectrometric behavior of the compounds obtained made it possible to observe in the gas phase ring-chain isomerization of the heterocyclic ring, and also S-N migration of the propargyl radical in molecular ions of the S-propargyl derivatives.
N-HALOSUCCINIMIDE/SULFURIC ACID: AN EFFICIENT REAGENT FOR THE SYNTHESIS OF FUSED BENZOTHIAZOLES
Garin, Javier,Guillen, Carmen,Melendez, Enrique,Merchan, Francisco L.,Orduna, Jesus,Tejero, Tomas
, p. 2371 - 2379 (2007/10/02)
A new version of Hugershoff's synthesis is reported.The cyclizing agent, N-halosuccinimide/sulfuric acid permits the preparation of complex fused benzothiazoles in very good yields.
A NEW VERSION OF HUGERSHOFF SYNTHESIS
Garin, Javier,Guillen, Carmen,Melendez, Enrique,Merchan, Francisco L.,Orduna, Jesus,Tejero, Tomas
, p. 797 - 800 (2007/10/02)
N-halosuccinimide/sulfuric acid is a new, highly efficient reagent for the oxidation of cyclic thioureas to the corresponding 2-aminobenzothiazole derivatives.
