82097-01-6Relevant articles and documents
Discovery of ortho-Alkoxy Substituted Novel Sulfonylurea Compounds That Display Strong Herbicidal Activity against Monocotyledon Grasses
Wang, Hai-Lian,Li, Hao-Ran,Zhang, Yi-Chi,Yang, Wen-Tao,Yao, Zheng,Wu, Ren-Jun,Niu, Cong-Wei,Li, Yong-Hong,Wang, Jian-Guo
, p. 8415 - 8427 (2021/08/03)
In the present study, we have designed and synthesized a series of 42 novel sulfonylurea compounds with ortho-alkoxy substitutions at the phenyl ring and evaluated their herbicidal activities. Some target compounds showed excellent herbicidal activity against monocotyledon weed species. When applied at 7.5 g ha-1, 6-11 exhibited more potent herbicidal activity against barnyard grass (Echinochloa crus-galli) and crab grass (Digitaria sanguinalis) than commercial acetohydroxyacid synthase (AHAS; EC 2.2.1.6) inhibitors triasulfuron, penoxsulam, and nicosulfuron at both pre-emergence and postemergence conditions. 6-11 was safe for peanut for postemergence application at this ultralow dosage, suggesting that it could be considered a potential herbicide candidate for peanut fields. Although 6-11 and triasulfuron share similar chemical structures and have close Ki values for plant AHAS, a significant difference has been observed between their LUMO maps from DFT calculations, which might be a possible factor that leads to their different behaviors toward monocotyledon weed species.
Process for the preparation of 2-(2-chloroethoxy)-benzenesulfonamide
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, (2008/06/13)
In accordance with a novel process, 2-(2-chloroethoxy)-benzenesulfonamide of formula I STR1 is prepared by etherification of 4-chlorophenol of formula II STR2 with ethylene carbonate and chlorination of the resulting 4-(2-hydroxyethoxy)-chlorobenzene of formula III STR3 with phosgene or thionyl chloride to give 4-(2-chloroethoxy)-chlorobenzene of formula IV STR4 which is converted with chlorosulfonic acid ClSO3 H and sodium hydroxide to the sulfonic acid sodium salt of formula V STR5 which is hydrogenated to the compound of formula VI STR6 which is subsequently reacted with phosgene to the sulfonic acid chloride of formula VII STR7 which is reacted with amonia to the sulfonamide of formula I.
Process for producing sulfonylureas
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, (2008/06/13)
There is described a novel process for producing sulfonylureas of formula I STR1 wherein R1 is hydrogen or alkyl, R2 is STR2 E is =N-- or =CH--, R3 is alkyl, alkoxy or halogen, R4 is alkyl, cycloalkyl, alkoxy, halogen, alkoxy-alkyl, halo-alkyl or halo-alkoxy, R5 is hydrogen or alkyl, T is a substituted phenyl group STR3 Y is hydrogen or halogen, X is hydrogen, halogen, alkyl, halo-alkyl, alkenyl, halo-alkenyl, alkynyl, alkoxy, halo-alkoxy, alkylthio, alkylsulfinyl, alkylsulfonyl, halo-alkylthio, alkylsulfonyloxy, phenylsulfonyloxy, phenylsulfonyloxy mono- or polysubstituted by alkyl, or is di-alkylsulfamoyl, and A is a bridge member which has 3 or 4 atoms and which contains 1 or 2 hetero atoms, selected from the group consisting of oxygen, sulfur and nitrogen, the said process comprising reacting a silfonamide of the formula II in the presence of a base, with diphenyl carbonate to form a salt of a phenyl carbamate converting this salt into the free phenyl carbamate and reacting this further with an amine. Sulfonylureas are herbicidally effective compounds.