Purines. LX. Dimroth rearrangement and concomitant hydrolytic deamination of 7-alkyl-1-methyladenines
The Dimroth rearrangement of 7-alkyl-1-methyladenines (8) to produce 7- alkyl-N6-methyladenines (9) (63-72% yield) has been found to be accompanied with unusual hydrolytic deaminations to give 7-alkyl-1-methyl-hypoxanthines (10) (1-3.5%) and/or 7-alkylhypoxanthines (11) (12-22%), when effected in boiling H2O for 4-70 h. Probable pathways leading to these by-products are proposed.
Fujii,Saito,Ii,Suzuki
p. 382 - 384
(2007/10/02)
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