Regioselective N-alkylation of imidazoles with alcohols over zeolites

Y Ono, Y Izawa, Z Fu

Index: Ono, Yoshio; Izawa, Yuriko; Fu, Zi-hua Journal of the Chemical Society, Chemical Communications, 1995 , # 1 p. 9 - 10

Full Text: HTML

Citation Number: 8

Abstract

Vapour-phase alkylation of 4(5)-methylimidazole with MeOH over Y-zeolites selectively gave 1,5-dimethylimidazole in high yield, while the alkylation over Beta-zeolite gave 1,4-dimethylimidazole predominantly. ... Methyl halides or dimethyl sulfate have been used as methyl- ating agents for imidazoles.1-5 However, alkyl halides and dialkyl sulfates are highly toxic and corrosive, and more than a stoichiometric amount of strong bases such as NaNH2 and NaOH is ...

Related Articles:

Effects of a Flexible Alkyl Chain on a Ligand for CuAAC Reaction

[Asano, Keisuke; Matsubara, Seijiro Organic Letters, 2010 , vol. 12, # 21 p. 4988 - 4991]

Effect of methyl groups onto imidazolium cation ring on liquid crystallinity and ionic conductivity of amphiphilic ionic liquids

[Mukai, Tomohiro; Yoshio, Masafumi; Kato, Takashi; Ohno, Hiroyuki Chemistry Letters, 2004 , vol. 33, # 12 p. 1630 - 1631]

Photochemistry of phenyl-substituted 1-methylpyrazoles

[Pavlik, James W.; Kebede, Naod Journal of Organic Chemistry, 1997 , vol. 62, # 24 p. 8325 - 8334]

Alkylation of 4 (5)-substituted imidazoles

[Benjes, Paul; Grimmett, Ross Heterocycles, 1994 , vol. 37, # 2 p. 735 - 738]

Temperature-dependent phototransposition chemistry of 1, 5-dimethylpyrazole and 1, 2-dimethylimidazole

[Connors, Robert E.; Burns, Douglas S.; Kurzweil, Edyth M.; Pavlik, James W. Journal of Organic Chemistry, 1992 , vol. 57, # 6 p. 1937 - 1940]

More Articles...