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ChemicalBook CAS DataBase List Chlorsulfuron
64902-72-3

Chlorsulfuron synthesis

2synthesis methods
Chlorsulfuron is produced commercially through a multi-step synthesis that centres on the use of o-chlorobenzenesulfonamide as a key intermediate. The process begins with the preparation of this sulfonamide, which is then reacted with a triazine derivative, specifically, 4-methoxy-6-methyl-1,3,5-triazin-2-amine. This reaction forms a sulfonylurea linkage, resulting in the active compound, 2-chloro-N-[(4-methoxy-6-methyl-1,3,5-triazin-2-yl)carbamoyl]benzenesulfonamide. The synthesis is carried out under controlled conditions to ensure high yield and purity, often using organic solvents and catalysts to facilitate the coupling reaction.
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Yield:-

Steps:

Multi-step reaction with 2 steps
1: 1,4-diaza-bicyclo[2.2.2]octane / toluene / 20 h / 20 - 100 °C
2: toluene / 8 h / 70 °C

References:

Hua, Xue-Wen;Chen, Ming-Gui;Zhou, Shaa;Zhang, Dong-Kai;Liu, Ming;Zhou, Sha;Liu, Jing-Bo;Lei, Kang;Song, Hai-Bin;Li, Yong-Hong;Gu, Yu-Cheng;Li, Zheng-Ming [RSC Advances,2016,vol. 6,# 27,p. 23038 - 23047]

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