Ultrasound-promoted one-pot four-component synthesis of novel biologically active 3-aryl-2,4-dithioxo-1,3,5-triazepane-6,7-dione and their toxicity investigation

作者：Mahmoodi Nosrat O^*; Zeydi Masoud Mohammadi; Biazar Esmaeil

来源：Journal of Sulfur Chemistry, 2016, 37(6): 613-621.

DOI：10.1080/17415993.2016.1169534

• 1
• 3
• 5-triazepane
• oxalyl chloride
• ammonium thiocyanate
• ultrasound irradiation
• toxic

We have described a novel four-component reaction (4MCR) between oxalyl chloride 1, anilines 2a-h, and two molecules of ammonium thiocyanate 3 in acetone under ultrasound irradiation to give 3-aryl-2,4-dithioxo-1,3,5-triazepane-6,7-diones. A synthetically useful ultrasound effect was observed and title products were obtained in high yields after 15-35min sonication. Our procedure compared to the conventional heating method has the benefit of higher reaction yields and shorter reaction times. The IR spectra showed the presence of N-H, CO and CS groups in these compounds and H-1, C-13 NMR and Mass spectral results verified their structures. Cellular investigations showed that these compounds are toxic toward cancer cells.

• 出版日期2016-12