- N-butyllithium-mediated reactions of 1-(2-azidoarylmethyl)-1H- benzotriazoles with alkyl halides
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(Chemical Equation Presented) Treatment of 1-(2-azidoarylmethyl)-1H- benzotriazoles (6) with n-BuLi (2.5 equiv.) in THF at -78°C, followed by an addition of alkyl halides such as allyl, benzyl, and ethyl bromides with stirring for 2 h at room temperature afforded 2-(dialkylamino)-3-(benzotriazol- 1-yl)-2H-indazoles (8), 3-(benzotriazol-1-yl)-2H-indazoles (9), 2-[(benzotriazol-1-yl)methyl]arylamine (10), and 2-[(benzotriazol-1-yl)(alkyl) methyl]arylamine (11).
- Kim, Taehoon,Kim, Kyongtae
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experimental part
p. 98 - 111
(2010/04/23)
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- Benzotriazole Mediated Synthesis of Methylenebisanilines
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Methylenebisanilines and methylenebis(N,N-dialkylaniline)s are prepared by the reactions of 1-hydroxymethylbenzotriazole with anilines and with N,N-dialkylanilines under acidic conditions.Isolation of the intermediate 4-(benzotriazol-1-ylmethyl)anilines and the N,N-dialkyl analogues and their reactions with anilines allow the efficient preparation of both symmetrical and unsymmetrical members of both product classes.
- Katritzky, Alan R.,Lan, Xiangfu,Lam, Jamshed N.
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p. 341 - 346
(2007/10/02)
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