68407-94-3Relevant academic research and scientific papers
Design, synthesis, and antifungal activity of triazole and benzotriazole derivatives
Rezaei, Zahra,Khabnadideh, Soghra,Pakshir, Keyvan,Hossaini, Zahra,Amiri, Fatemeh,Assadpour, Elham
experimental part, p. 3064 - 3067 (2009/10/02)
This study describes the design, synthesis and evaluation of a novel series of 1,2,4-triazole and benzotriazole derivatives as inhibitors of cytochrome P450 14α-demethylase (14DM). The chemical structures of the new compounds were confirmed by elemental a
Tetrazoles: XLIV. Synthesis and chemical properties of 5-substituted 2-triphenylmethyltetrazoles
Myznikov,Artamonova,Bel'skii,Stash,Skvortsov,Koldobskii
, p. 1360 - 1369 (2007/10/03)
Tritylation of tetrazole and its 5-substituted derivatives with triphenylmethyl chloride under conditions of phase-transfer catalysis regioselectively yields the corresponding 5-substituted 2-trityltetrazoles which can be used to protect N-H bonds in nitrogen-containing heterocycles and O-H bonds in primary alcohols. Thermolysis of 2-trityltetrazoles in benzonitrile leads to 3,6-disubstituted 1,2,4,5-tetrazines. Thermal transformation of the same compounds in dodecane follows a radically different mechanism, resulting in formation of difficultly accessible 8,8-diphenylheptafulvenes. The structure of the latter was proved by X-ray analysis.
Nitrosation of derivatives of hydrazines, IX: Novel oxidative C-N-coupling of indazoles and benzotriazoles with cyclohepatriene, di- and triphenylmethane derivatives
Hanefeld,Hunz
, p. 323 - 329 (2007/10/02)
In the presence of 2,3-dichloro-5,6-dicyano-benzoquinone (DDQ) indazoles and benzotriazoles react with compounds forming stabilized carbenium ions like cycloheptatriene, di- and triphenylmethane, fluorene, xanthene and thioxanthene, yielding C-N-coupled products.
An improved method for the N-alkylation of benzotriazole and 1,2,4-triazole
Katritzky, Alan R.,Kuzmierkiewiecz, Wojciech,Greenhill, John V.
, p. 369 - 373 (2007/10/02)
The N-alkylation of benzotriazole and 1,2,4-triazole with alkyl halides proceeds efficiently in the presence of sodium hydroxide in N,N-dimethylformamide.
Studies on the Thermal Isomerization of N-Arylmethylbenzotriazoles
Katritzky, Alan R.,Perumal, Subbu,Fan, Wei-Qiang
, p. 2059 - 2062 (2007/10/02)
The thermal isomerizations of N-benzyl-, N-diarylmethyl- and N-trityl-benzotriazole, and of N--, and N-trityl-5,6-dimethylbenzotriazole under nitrogen have been investigated.In all these cases , the N-1 isomer predominates over the N-2 isomer at thermodynamic equilibrium, to an extent which depends on the steric bulk of the N-substituent.The rate of attainment of equilibrium depends on the electronic effects of the substituents, both in the benzotriazole ring and in the migrating group.These results, in conjunction with a cross-over experiment, support a mechanism involving a heterolytic N-C bond cleavage followed by an intermolecular rearrangement.
SYNTHESIS BY PHASE TRANSFER CATALYSIS OF N-BENZYL, N-DIPHENYLMETHYL AND N-TRIPHENYLMETHYL AZOLES AND BENZAZOLES: PROTON NMR AND CHROMATOGRAPHIC DATA AS A TOOL FOR IDENTIFICATION
Claramunt, Rosa M.,Elguero, Jose,Garceran, Rafael
, p. 2895 - 2906 (2007/10/02)
Pyrazole, imidazole, 1,2,4-triazole, indazole and benzotriazole were alkylated under phase transfer catalysis (PTC) with benzyl-, diphenylmethyl- and trityl chloride.Alkylation occured only at the ring nitrogen atoms of the heterocycle, except for indazole in which substitution took also place at position 3.A systematic study of the N- and C-substituted derivatives by proton NMR and chromatographic techniques has been done.
