69218-29-7Relevant academic research and scientific papers
Green and efficient protocol for N-alkylation of benzotriazole using basic ionic liquid [Bmim]OH as catalyst under solvent-free conditions
Le, Zhang-Gao,Zhong, Tao,Xie, Zong-Bo,Lue, Xue-Xia,Cao, Xia
experimental part, p. 2525 - 2530 (2010/09/14)
N-Alkylation of benzotriazole bearing an acidic hydrogen atom attached to nitrogen with alkyl halides is accomplished in basic ionic liquid [Bmim]OH (1-butyl-3-methylimidazolium hydroxide) under solvent-free conditions. The procedure is convenient and efficient and generally affords the N-alkylated product. Taylor & Francis Group, LLC.
Organic reactions in ionic liquids: A simple highly regioselective or regiospecific substitutions of benzotriazole
Le, Zhang-Gao,Chen, Zhen-Chu,Hu, Yi,Zheng, Qin-Guo
, p. 1077 - 1081 (2007/10/03)
In the absence of any added base in ionic liquids [Bmim][BF4], benzotriazole replaces the halogen atom of an α-halogenated ketone or α-halogenated carboxylic ester to give the corresponding N-1-substituted benzotriazole as the only isomer, and
Organic reactions in ionic liquids: An efficient method for the N-alkylation of benzotriazole
Le, Zhang-Gao,Chen, Zhen-Chu,Hu, Yi,Zheng, Qin-Guo
, p. 344 - 346 (2007/10/03)
The N-alkylation of benzotriazole with alkyl halides proceeds efficiently in the presence of potassium hydroxide in ionic liquid 1-butyl-3- methylimidazolium tetrafluoroborate ([Bmim][BF4]).
A Novel Selective Route to 1-Substituted Benzotriazoles via Lithiation of Simple 1-Alkylbenzotriazoles
Katritzky, Alan R.,Wu, Jing,Kuzmierkiewicz, Wojciech,Rachwal, Stanislaw
, p. 1 - 6 (2007/10/02)
1-Methylbenzotriazole (2a) is lithiated readily with butyllithium or LDA at the methyl group to 4 and the subsequent reaction with various electrophiles provides 1-substituted benzotriazoles 5.Other 1-(n-alkyl)benzotriazoles 2 also undergo lithiation with LDA, the carbanions can be trapped with alkyl halides giving benzotriazoles 6 bearing secondary alkyl groups on the N-1 atom.On standing in the absence of electrophiles, all the lithium derivatives decompose to afford complex mixtures. - Key Words: Benzotriazoles, 1-alkyl / Lithiation / Haloalkanes
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.
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.
