6332-42-9Relevant articles and documents
8-Bromination of 2,6,9-trisubstituted purines with pyridinium tribromide
Bliman, David,Pettersson, Mariell,Bood, Mattias,Gr?tli, Morten
, p. 2929 - 2931 (2014/05/06)
2,6,9-Trisubstituted purines are brominated in high yields using pyridinium tribromide as the brominating reagent. This procedure works excellently for electron-rich purines having electron-donating substituents at the 2- and 6-positions. The use of pyridinium tribromide, a crystalline alternative to elemental bromine, improves the bromination procedure for this type of substrate as the reagent is easy to handle and the work-up and purification procedures are simplified.
Effect of substituent structure on pyrimidine electrophilic substitution
van der Westhuyzen, Christiaan W.,Rousseau, Amanda L.,Parkinson, Christopher J.
, p. 5394 - 5405 (2008/01/07)
In an investigation into the electrophilic nitrosation reactions of a series of 4,6-disubstituted pyrimidine derivatives, a subtle interplay between the electronic nature of the C-4 and C-6 substituents and reactivity was found where these were chloro-, mono- or disubstituted amino groups. Effects such as the presence of an aryl group or two alkyl groups on the amino moiety impede the progress of the reaction despite the presence of a second activating group.
SYNTHESIS OF N,N,9-TRISUBSTITUTED ADENINES UNDER CONDITIONS OF PHASE-TRANSFER CATALYSIS
Ramzaeva, N. P.,Gol'dberg, Yu. Sh.,Alksnis, E. R.,Lidak, M. Yu.,Shimanskaya, M. V.
, p. 1611 - 1615 (2007/10/02)
Alkylation of N-mono- and N,N-disubstituted adenines by 2,6-dichlorobenzyl chlorides under the conditions of phase-transfer catalysis in the benzene-50percent aqueous sodium hydroxide system takes place regioselectively with the formation of the corresponding N,N,9-trisubstituted adenines (60-80percent).The isomeric N,N,3-trisubstituted adenines are also formed.The N,9-disubstituted adenines are alkylated regiospecifically under analogous conditions and give N,N,9-trisubstituted adenines with quantitative yields.