Mesosulfuron-methyl

Base Information

• Chemical Name: Mesosulfuron-methyl
• CAS No.: 208465-21-8
• Molecular Formula: C17H21N5O9S2
• Molecular Weight: 503.514
• Mol file: 208465-21-8.mol

Synonyms:AE-F130060;AE-F 130060-00;Mesomaxx;Mesosulfuron-methyl;Methyl 2-[3-(4,6-dimethyoxypyrimidin-2-yl)ureidosulfonyl]-4-methanesulfonamidomethybenzoate;

Chemical Property of Mesosulfuron-methyl

Chemical Property:

• Melting Point: 195.4°
• Refractive Index: 1.59
• PKA: Dissociation constant (pKa at 20 °C):4.35.
• PSA: 208.74000
• Density: 1.498 g/cm³
• LogP: 2.85640
• 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.
• Water Solubility.: Solubility in water (g/l at 20 °C) 0.007 (pH 5) 0.483 (pH 7) 15.39 (pH 9).

Purity/Quality:

95%min ^*data from raw suppliers

Mesosulfuron-methyl ^*data from reagent suppliers

Safty Information:

• Pictogram(s): N
• Hazard Codes: N
• Statements: 50
• Safety Statements: 60-61

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Uses: Herbicide.

Technology Process of Mesosulfuron-methyl

There total 18 articles about Mesosulfuron-methyl which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 88.0%

5-methanesulfonylaminomethyl-2-methoxycarbonylbenzenesulfonamide + O-phenyl N-(4,6-dimethoxypyrimidin-2-yl)carbamate (89392-03-0) → mesosulfuron-methyl (208465-21-8)

Guidance literature:

With 1,8-diazabicyclo[5.4.0]undec-7-ene; In acetonitrile; at 0 - 25 ℃; for 2.5h; Time; Industrial scale;

Reference yield:

methyl 2-(benzylthio)-4-(methylsulfonylaminomethyl)benzoate → mesosulfuron-methyl (208465-21-8)

Guidance literature:

Multi-step reaction with 3 steps

1: acetic acid; chlorine / water / Cooling with ice

2: ammonia / tetrahydrofuran / 0.17 h / Cooling with ice

3: 1,8-diazabicyclo[5.4.0]undec-7-ene / acetonitrile / 1 h / 0 - 20 °C

With ammonia; chlorine; acetic acid; 1,8-diazabicyclo[5.4.0]undec-7-ene; In tetrahydrofuran; water; acetonitrile;

Reference yield:

N-tert-butyl-5-bromomethyl-2-methoxycarbonylbenzenesulfonamide (164157-12-4) → mesosulfuron-methyl (208465-21-8)

Guidance literature:

Multi-step reaction with 5 steps

1: sodium azide / ethanol / 6 h / Reflux

2: 5%-palladium/activated carbon; hydrogen / methanol

3: triethylamine / dichloromethane / 2 h / 0 - 20 °C

4: trifluoroacetic acid / 14 h / 20 °C

5: 1,8-diazabicyclo[5.4.0]undec-7-ene / acetonitrile / 2 h / 0 - 20 °C

With sodium azide; 5%-palladium/activated carbon; hydrogen; 1,8-diazabicyclo[5.4.0]undec-7-ene; triethylamine; trifluoroacetic acid; In methanol; ethanol; dichloromethane; acetonitrile;

upstream raw materials:

N-4-tert-butyl-2-methoxycarbonyl-5-methylbenzenesulfonamide

N-tert-butyl-5-bromomethyl-2-methoxycarbonylbenzenesulfonamide

N-tert-butyl-5-azidomethyl-2-methoxycarbonylbenzenesulfonamide

N-tert-butyl-5-aminomethyl-2-methoxycarbonylbenzenesulfonamide

Downstream raw materials:

[2-[(4,6-dimethoxypyrimidin-2-yl)carbamoylsulfamoyl]-4-(methanesulfonamidomethyl)phenyl]methylacetate

1-(4,6-dimethoxypyrimidin-2-yl)-3-[2-(hydroxymethyl)-5-(methanesulfonamidomethyl)phenyl]sulfonyl-urea

Refernces

• 1、 -. "A preparation method of the methyl two sulphur are prosperous". Paragraph 0061; 0118-0121. . Retrieved 2019/07/01.
• 2、 -. "A method for preparing the methyl two sulphur are prosperous (by machine translation)". Paragraph 0047; 0069; 0070; 0089; 0090. . Retrieved 2017/08/25.