19213-23-1Relevant academic research and scientific papers
aminoalkylbenzotriazoles: Reagents for the aminoalkylation of electron rich heterocycles
Katritzky,Yang,Lam
, p. 4971 - 4978 (2007/10/02)
Secondary and tertiary aminoalkylbenzotriazoles react with pyrrole, indole, their N-methyl analogs and with 2-methylfuran under mild reaction conditions in the presence of a Lewis acid to afford selectively the corresponding secondary or tertiary amines.
THE CHEMISTRY OF N-SUBSTITUTED BENZOTRIAZOLES. PART 18. A STUDY OF THE INFLUENCE OF STRUCTURE ON THE 1- TO 2-(N,N-DIALKYLAMINOALKYL)BENZOTRIAZOLE EQUILIBRIUM
Katritzky, Alan R.,Yannakopoulou, Konstantina
, p. 1121 - 1134 (2007/10/02)
The equilibrium constants, the associated free energies for the equilibria, and the free energies of activation for the isomerization process of a series of 1- and 2-(N,N-dialkylaminoalkyl)benzotriazoles of types (8)-(11) were calculated from the variable temperature 1H-nmr spectra.Trends in the magnitudes of these energies and equilibrium constants are correlated with the molecular structure.
Benzotriazol-1-ylmethylammonium Salts Synthesis and Reactivity
Katritzky, Alan R.,Hughes, Craig V.,Rachwal, Stanislaw
, p. 1579 - 1588 (2007/10/02)
Benzotriazol-1-ylmethylamines on treatment with alkylating agents afford benzotriazol-1-ylmethylammonium salts, also available from reactions of chloromethylbenzotriazole with tertiary amines.In deuterated solvents under basic conditions the methylene protons of these salts exchange with deuterium.At elevated temperatures, an alkyl group substituent migrated from the ammonium center to the benzotriazolyl N-3.Reactions of the salts with Grignard reagents afforded various products arising from substitution of the ammonium moiety and/or from attack on the benzotriazolyl N-3 or on the benzenoid ring.
The Chemistry of N-Substituted Benzotriazoles. Part 1. 1-(Chloromethyl)-benzotriazole
Katritzky, Alan R.,Rachwal, Stanislaw,Caster, Kenneth C.,Mahni, Fatma,Law, Kam Wah,Rubio, Olga
, p. 781 - 790 (2007/10/02)
The N-chloromethyl group of 1-(chloromethyl)benzotriazole undergoes nucleophilic substitution by carbon, nitrogen, phosphorus, oxygen, and sulphur nucleophiles. α-Lithiation was achieved in high yield in 1-phenylthiomethyl-, 1-phenylsulphinylmethyl-, and 1-(phenylsulphonylmethyl)benzotriazoles and the lithio derivatives reacted with a variety of electrophiles.New benzotriazolium salts were prepared by quaternization of the N-3 nitrogen with methyl iodide.
