The chemical shifts of 6-amino-5-formamidopyrimidin-4(3H)-ones show that two rotamers are present in solution, their formyl signals being of unequal intensity. The two forms are stable both as neutral molecules and as cations, in contrast to the behaviour of N-alkylformamides. Exchange rates and barriers to rotation have been calculated. The reasons for the unequal distribution of the rotamers are discussed.
F. Bergmann, M. Rahat and M. Rabinovitz, J. Chem. Soc., Perkin Trans. 1, 1977, 1141 DOI: 10.1039/P19770001141
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