C. Xinhong, Qiulu Chen, G. Jing
2017
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Journal
Asian Journal of Chemistry
Abstract
The sulfonylurea herbicides with extremely high effect, low poison, low cost and other characteristics got the extensive expansion application quickly after the development, which was one of the important milestones of the agrochemical development history [1]. Iodosulfuron-methyl (1) was a sulfonylurea postemergence herbicide. Iodosulfuron-methylsodium was an active ingredient of the Alister Grande 190 OD herbicide manufactured by Bayer Crop Science, which was registered for use in Poland in 2008. Iodosulfuron-methyl can affect the activity of the acetolactate synthase (ALS) enzyme, leading to plant deformation and death, growth retardation and chlorosis [2-4]. It usually existed in the formation of methyl ester and sodium salt in the application and mainly applied to variety of gramineous weeds and broadleaved weeds that grow in spring and winter wheat, durum wheat and triticale [5,6]. The herbicide was safe for the cereal crops and has no influence on succeeding crops. 2-methoxycarbonyl-5-iodobenzene sulfonamide (7) and 2-amino-4methoxy-6-methyl-1,3,5-triazine were two key intermediates of iodosulfuron-methyl. Several syntheses of 2-methoxycarbonyl-5-iodobenzene sulfonamide had been reported in the literature [7]. Diao reported the raw material was not easy to get and high cost [8]. Wang et al. reported to use the hyper-toxic potassium dichromate and iron powder [9]. A large quantity of iron mud pollution was produced in the iron powder reduction. This paper reported a convenient and efficient synthesis of 2-methoxycarbonyl-5iodobenzene sulfonamide (7) utilizing a non-toxic oxidant A Convenient Synthesis of 2-Methoxycarbonyl-5-iodobenzene Sulfonamide