Su, Biyun; Han, Qiaoqiao; Li, Xiaoteng; Hou, Yifan; Wu, Jindi; Wang, Li; Ding, Liqin published an article in 2021. The article was titled 《Synthesis, isomerization, and DFT studies of five-membered heterocyclic ketoximes》, and you may find the article in Journal of Chemical Research.Synthetic Route of C6H6OS The information in the text is summarized as follows:
A homologous series of five-membered heterocyclic ketoximes was synthesized by condensation reactions of 2-acetylpyrrole, 2-acetylthiophene, and 2-acetylfuran with hydroxylamine hydrochloride. These compounds were fully characterized by X-ray single-crystal diffraction, elemental anal., 1H NMR, IR, UV-Vis, and fluorescence spectra. Interesting isomerization phenomena are observed for these heterocyclic ketoximes by different characterization methods. By means of 1H NMR and X-ray single-crystal diffraction, it was found that 2-acetylpyrrole oxime exists as the Z-type geometric isomer, 2-acetylfuran oxime exists as the E-isomer, while 2-acetylthiophene oxime was identified as a mixture of Z- and E-isomers. To study the above phenomena further, quantum chem. calculations of total energy, dipole moment, EHOMO, ELUMO, and other parameters of each heterocyclic ketoxime were carried out by D. functional theory (DFT). The theor. calculations were in good accordance with the exptl. spectroscopic results. After reading the article, we found that the author used 1-Thiophen-2-yl-ethanone(cas: 88-15-3Synthetic Route of C6H6OS)
1-Thiophen-2-yl-ethanone(cas: 88-15-3) belongs to thiophenes. Specialized thiophenes can be synthesized similarly using Lawesson’s reagent as the sulfidizing agent, or via the Gewald reaction, which involves the condensation of two esters in the presence of elemental sulfur. Another method is the Volhard–Erdmann cyclization. Synthetic Route of C6H6OS
Referemce:
Benzothiophene – Wikipedia,
Benzothiophene | C8H6S – PubChem