208465-21-8

Basic information

• Product Name: Mesosulfuron-methyl
• Synonyms: Benzoic acid, 2-(((((4,6-dimethoxy-2-pyrimidinyl)amino)carbonyl)amino)sulfonyl)-4-(((methylsulfonyl)amino)methyl)-, methyl ester;Benzoic acid, 2-(4,6-dimethoxy-2-pyrimidinyl)aminocarbonylaminosulfonyl-4-(methylsulfonyl)amin;Mesosulfuron-methyl [iso];Methyl 2-(N-((4,6-diMethoxypyriMidin-2-yl)carbaMoyl)sulfaMoyl)-4-(MethylsulfonaMidoMethyl)benzoate;Methyl 2-(N-((4,6-dimethoxypyrimidin-2-yl)carbamoyl)-sulfamoyl)-4-(methylsulfonamidomethyl)ben;AEF130060;AEF154851;AEF6012-33H
• CAS NO: 208465-21-8
• Molecular Formula: C₁₇H₂₁N₅O₉S₂
• Molecular Weight: 503.51
• Product Categories: Alphabetic;M;MEA - MES
• Mol File: 208465-21-8.mol
• Article Data: 4

Chemical Properties

• Melting Point: 195.4°
• Appearance: /
• Density: 1.498 g/cm³
• Refractive Index: 1.59
• Storage Temp.: 0-6°C
• Solubility: Solubility in organic solvents (g/l at 20 °C) Acetone 13.66 Ethyl acetate 2.0 Dichloromethane 3.8 n‐Hexane <0.0002 Toluene 0.013.
• PKA: Dissociation constant (pKa at 20 °C):4.35.
• Water Solubility: Solubility in water (g/l at 20 °C) 0.007 (pH 5) 0.483 (pH 7) 15.39 (pH 9).
• CAS DataBase Reference: Mesosulfuron-methyl(CAS DataBase Reference)
• NIST Chemistry Reference: Mesosulfuron-methyl(208465-21-8)
• EPA Substance Registry System: Mesosulfuron-methyl(208465-21-8)

Safety Data

• Hazard Codes: N
• Statements: 50
• Safety Statements: 60-61
• RIDADR: UN 3077
• WGK Germany: 2
• Hazardous Substances Data: 208465-21-8(Hazardous Substances Data)

Usage

Uses

Herbicide.

Agricultural Uses

Mesosulfuron methyl (AE F130060) was the second safened sulfonylurea herbicide for cereal crops to be commercialized, having been introduced by Bayer CropScience in 2001. Its strength is broad spectrum post emergence grass weed control. Mesosulfuron methyl, at a dose rate of 4.5– 15 g a.i. ha?1, reliably controls 24 different grass weed species from 12 different families. Among the commercially important grass weed species, it provides good control of Agrostis spp., A. myosuroides, A. spica‐venti, Avena spp., Lolium spp., P. brachystachys, P. minor, P. paradoxa, P. annua, P. trivialis, Pucciniella spp., and Sclerochloa kengiana. Additionally, mesosulfuron‐methyl controls, or has a strong suppressive effect on, some very persistent grass weed species, such as Bromus catharticus, B. diandrus, B. erectus, B. japonicus, B. mollis, B. tectorum, B. secalinus, B. sterilis, and Vulpia spp. The compound is applied on soft and durum wheat, triticale, and rye, together with mefenpyr‐diethyl as safener as the straight products “Atlantis OF,” “Silverado?,” and “Osprey?” or in combination with iodosulfuron methylsodium (“Atlantis WG,” “Cossack,” “Pacifica?”), diflufenican, and propoxycarbazone sodium. “Atlantis WG” is positioned in market segments where grass weeds are the main target, whereas “Cossack” is a cross spectrum product that is active against both grasses and a large number of important broadleaf weeds. Mesosulfuronmethyl belongs to the group of modern OnePass? products. It acts predominantly via the leaves of treated weeds; however, highly susceptible grasses, such as Apera and Alopecurus, can also be successfully controlled by uptake of mesosulfuron methyl via the soil and the roots. The safener mefenpyr diethyl, as with iodosulfuron methyl sodium, selectively accelerates the degradation of the active ingredient to nonphytotoxic compounds in cereals, but not in weeds.

InChI:InChI=1/C17H21N5O9S2/c1-29-13-8-14(30-2)20-16(19-13)21-17(24)22-33(27,28)12-7-10(9-18-32(4,25)26)5-6-11(12)15(23)31-3/h5-8,18H,9H2,1-4H3,(H2,19,20,21,22,24)

Upstream product

• 85392-01-4 4-chloro-2-chlorosulfonylbenzoic acid methyl ester 
• 46149-10-4 6-chloro-1,2-benzisothiazol-3(2H)-one 1,1-dioxide 
• 6202-68-2 6-chloro-2-methyl-1,1-dioxo-1,2-benzothiazol-3-one 
• 52449-76-0 2-nitro-4-cyanobenzoic acid methyl ester 
• 89392-03-0 O-phenyl N-(4,6-dimethoxypyrimidin-2-yl)carbamate 
• 164157-15-7 N-tert-butyl-5-aminomethyl-2-methoxycarbonylbenzenesulfonamide 
• 164157-13-5 N-tert-butyl-5-azidomethyl-2-methoxycarbonylbenzenesulfonamide 
• 164157-12-4 N-tert-butyl-5-bromomethyl-2-methoxycarbonylbenzenesulfonamide 
• 164157-14-6 N-4-tert-butyl-2-methoxycarbonyl-5-methylbenzenesulfonamide 

Downstream Products

• 1456712-13-2 [2-[(4,6-dimethoxypyrimidin-2-yl)carbamoylsulfamoyl]-4-(methanesulfonamidomethyl)phenyl]methylacetate 
• 1456712-17-6 1-(4,6-dimethoxypyrimidin-2-yl)-3-[2-(hydroxymethyl)-5-(methanesulfonamidomethyl)phenyl]sulfonyl-urea 

Relevant articles and documents

Preparation method of mesosulfuron-methyl

The invention relates to a preparation method of mesosulfuron-methyl. The method comprises the following steps: taking 4-cyano-2-nitrobenzoate as a starting raw material; firstly performing a nucleophilic substitution reaction with benzyl mercaptan; then, performing reduction hydrogenation by using raney nickel, performing methylsulfonyl acidylation by using methylsulfonyl chloride; then, performing chlorination by using chlorine gas and performing ammoniation by using ammonia gas to obtain a key intermediate, namely 2-methoxycarbonyl-5-methanesulfonyl ammonia toluenesulfonamide; and finally,performing condensation to obtain a target product, namely the mesosulfuron-methyl. A route of the method is mild in reaction process condition; the operation is easy; the method is suitable for industrial mass production; less environmental pollution is caused; and the method is a relatively good novel method for synthesizing the mesosulfuron-methyl.

SYNERGISTIC HERBICIDAL COMPOSITION AND USE THEREOF

A herbicidal composition is provided, the composition comprising: (A) the crystalline modification I of 2-(4-mesyl-2-nitrobenzoyl)cyclohexane-1,3-dione (mesotrione); and (B) the crystalline modification I of methyl 2-[(4,6-dimethoxypyrimidin-2-ylcarbamoyl