79831-20-2Relevant academic research and scientific papers
7,9-Dialkyladeninium salts. An alternative synthesis, ring opening, and rearrangement to N6,7-dialkyladenines
Fujii, Tozo,Saito, Tohru,Inoue, Isao
, p. 909 - 913 (2007/10/02)
Alkylation of N1-alkoxy-1-alkyl-5-formamidoimidazole-4-carboxamidine (type I or II) (in the absence of any base) followed by hydrogenolysis of the N1-alkoxy group and cyclization (or vice versa) yielded the corresponding 7,9-dialkyladeninium salts (type VII), which readily rearranged to N6,7-dialkyladenines (type X) in boiling 1 N NaOH.Under milder basic conditions, VII underwent hydrolysis to produce 4-alkylamino-6-amino-5-formamidopyrimidines (VIII).The NaBH4 reduction of 7,9-dimethyladeninium iodide (VIIa, X=I) gave the 7,8-dihydro derivative (XI)
