6-methylthiouracil and 6-methyluracil derivatives synthesized by reaction of acetylketene with thiourea and urea compounds in presence of Yb(TFA)₃

Abstract

Thiouracil and uracil derivatives are among the bioactive molecules used in the treatment of many diseases, such as 6-propylthiouracil and 5-fluorouracil. A new synthesis method of 6-methylthiouracil and 6-methyluracil was developed in this study. Various 6-methylthiouracil and 6-methyluracil derivatives were obtained by reacting 2,2,6-trimethyl-4H-1,3-dioxin-4-one with thiourea and urea compounds in the presence of Yb(TFA)₃ according to this new method. Optimization of this new method was performed. The structures of 6-methylthiouracil and 6-methyluracil derivatives were characterized.

Graphical abstract

Keywords:

• 2
• 2
• 6-trimethyl-4H-1
• 3-dioxin-4-one
• 6-methylthiouracil
• 6-methyluracil
• Yb(TFA)₃

Disclosure statement

No potential conflict of interest was reported by the author(s).

Supporting Information summary

Supporting Information is included in full experimental detail (1H-NMR, 13 C-NMR spectra, LC-MS, IR). This material can be found via this article’s webpage’s “Supplementary Content” section.

Additional information

Funding

This work was supported by Van Yuzuncu Yil University under Grant [FBA-2022-10288].