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Research Article

Two-step Continuous-flow Synthesis of 1,2-dimethyl-3-methylsulfanylbenzene via Diazotization and Methanethiolation

Author(s): Lixia Li, Qi Zhang, Ce Bian, Wei Wei, Wenxuan Sun, Lu Ji, Hande Wang, Chuan Zhou, Ke Wang, Dangsheng Gong and Dongmao Yan*

Volume 28, Issue 3, 2024

Published on: 26 January, 2024

Page: [222 - 229] Pages: 8

DOI: 10.2174/0113852728277310240103111746

Abstract

1,2-Dimethyl-3-methylsulfanylbenzene is the key intermediate of topramezone. This work designed a two-step continuous-flow device to synthesize 1,2-dimethyl-3- methylsulfanylbenzene via diazotization and methanethiolation. The results showed that compared with the batch process, the continuous-flow method greatly shortened the residence time to 1 minute, avoided the accumulation of large amounts of diazonium salts to reduce decomposition and increased the product yield to 91.7%. At the same time, the continuous- flow process improved the safety and efficiency of the reactions, saved reaction time and had good prospects for industrial application.

Keywords: Continuous-flow, diazotization, methanethiolation, topramezone, 1, 2-dimethyl-3-methylsulfanylbenzene, 2, 3-dimethylaniline.

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