Synthesis of 2-azido-4-chloro-6-phenylpyrimidine-5-carbaldehyde and its transformations in DMSO

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发表日期：

2024年7月1日

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N. V. Aleksandrova,
E. B. Nikolaenkova,
Yu. V. Gatilov,
V. I. Mamatyuk,
V. P. Krivopalov

摘要

2-Azido-4-chloro-6-phenylpyrimidine-5-carbaldehyde was synthesized by the Vilsmeier–Haack reaction. In DMSO, it transforms into 7-oxo-5-phenyl-4,7-dihydrotetrazolo[1,5-a]pyrimidine-6-carbaldehyde and then undergoes isomerization recyclization into 6-benzoyltetrazolo[1,5-a]pyrimidin-7(4H)-one. The structures of the obtained compounds were determined by NMR spectroscopy and X-ray diffraction.