1,4-DIAZABICYCLO[2.2.2]OCTANE (DABCO)-CATALYZED HYDROLYSIS AND ALCOHOLYSIS REACTIONS OF 2-AMINO-9-BENZYL-6-CHLORO-9H-PURINE

Authors
LINN JA MCLEAN EW KELLEY JL
Citation
Ja. Linn et al., 1,4-DIAZABICYCLO[2.2.2]OCTANE (DABCO)-CATALYZED HYDROLYSIS AND ALCOHOLYSIS REACTIONS OF 2-AMINO-9-BENZYL-6-CHLORO-9H-PURINE, Journal of the Chemical Society, Chemical Communications, (8), 1994, pp. 913-914
Citations number
13
Categorie Soggetti
Chemistry
Journal title
Journal of the Chemical Society, Chemical Communications → ACNP
ISSN journal
00224936
Issue
8
Year of publication
1994
Pages
913 - 914
Database
ISI
SICI code
0022-4936(1994):8<913:1(HAA>2.0.ZU;2-Q
Abstract
2-Amino-9-benzyl-6-chloro-9H-purine 1 is hydrolysed in refluxing water in the presence of 1,4-diazabicycle [2.2.2] octane (DABCO) to give 2- amino-9-benzyl-1,6-dihydro-6-oxo-9H-purine 3; however, 1 reacts with h ydroxide ion at ambient temp., or an alcohol and potassium carbonate a t elevated temperatures, in the presence of DABCO to give 3 or 6-alkox y-2-amino-9-benzyl-9H-purines 4-8, respectively.