Add time:07/12/2019 Source:sciencedirect.com
Photoirradiation of 5-t-butyl-1-methyluracil at 254 nm results in the production of a 1,2-dihydro-1-methyl-pyrimidin-2-one in high yield. The structure was confirmed by X-ray analysis. When subjected to alkaline conditions, a bathochromic shift in the UV spectrum accompanied by an increase in molar absorptivity, typical of 1,2-dihydro-1-substituted pyrimidin-2-one, was observed. For the first time we can postulate that the compound responsible for this UV spectrum is the intermediate formed following attack of hydroxide ion at C-6. followed by breakage of the N-1 → C-6 bond to yield an α, β-unsaturated aldehyde.
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