Purines. LX. Dimroth rearrangement and concomitant hydrolytic deamination of 7-alkyl-1-methyladenines

Article abstract of DOI:10.1248/cpb.42.382

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.

Full text of DOI:10.1248/cpb.42.382

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NII-Electronic Library Service

NII-Electronic Library Service