Benzoic acid, 2-(isocyanatosulfonyl)-, methyl ester

Base Information

• Chemical Name: Benzoic acid, 2-(isocyanatosulfonyl)-, methyl ester
• CAS No.: 74222-95-0
• Molecular Formula: C9H7 N O5 S
• Molecular Weight: 241.224
• European Community (EC) Number: 277-779-0
• DSSTox Substance ID: DTXSID3073630
• Nikkaji Number: J318.934A
• Mol file: 74222-95-0.mol

Synonyms:74222-95-0;methyl 2-isocyanatosulfonylbenzoate;Benzoic acid, 2-(isocyanatosulfonyl)-, methyl ester;Methyl 2-(isocyanatosulphonyl)benzoate;Benzoic acid,2-(isocyanatosulfonyl)-, methyl ester;EINECS 277-779-0;2-carbomethoxyphenylsulfonylisocyanate;C9H7NO5S;2-carbomethoxyphenylsulfonyl isocyanate;2-carbomethoxybenzene-sulfonyl isocyanate;SCHEMBL6228820;DTXSID3073630;C9-H7-N-O5-S;Methyl 2(isocyanatosulfonyl)benzoate;Methyl-2-(isocyanatosulfonyl)benzoat;2-carbomethoxybenzenesulfonylisocyanate;methyl 2-(isocyanatosulfonyl)-benzoate;2-carbomethoxybenzenesulfonyl isocyanate;o-carbomethoxybenzenesulfonyl isocyanate;2-methoxycarbonylphenylsulfonylisocyanate;2-methoxycarbonylbenzenesulfonylisocyanate;2-methoxycarbonylphenylsulfonyl isocyanate;2-methoxycarbonylbenzenesulfonyl isocyanate;2-(methoxycarbonyl)benzenesulfonylisocyanate;2-(Methoxycarbonyl)phenylsulfonyl isocyanate;2-methoxycarbonyl-phenylsulphonyl isocyanate;2-(methoxycarbonyl)benzenesulfonyl isocyanate;METHYL 2-(ISOCYANATOSULFONYL)BENZOATE

Chemical Property of Benzoic acid, 2-(isocyanatosulfonyl)-, methyl ester

Chemical Property:

• Vapor Pressure: 1.99E-05mmHg at 25°C
• Boiling Point: 362°C at 760 mmHg
• Flash Point: 172.7°C
• PSA: 98.25000
• Density: 1.38g/cm³
• LogP: 1.57850
• XLogP3: 2.1
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 4
• Exact Mass: 241.00449350
• Heavy Atom Count: 16
• Complexity: 404

Purity/Quality:

98%, ^*data from raw suppliers

METHYL-2-(ISOCYANATOSULFONYL)BENZOATE 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC(=O)C1=CC=CC=C1S(=O)(=O)N=C=O
• Uses: Methyl 2-(Isocyanatosulfonyl)benzoate is an intermediate in the synthesis of Metsulfuron (M227745), a powerful herbicide used in the control of pests and protection of crops and produce.

Technology Process of Benzoic acid, 2-(isocyanatosulfonyl)-, methyl ester

There total 6 articles about Benzoic acid, 2-(isocyanatosulfonyl)-, methyl ester 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: 79.0%

methyl 2-(aminosulfonyl)benzoate (57683-71-3) + chloro(chlorosulfanyl)methanone (2757-23-5) → o-Carboxymethylphenylsulfonyl isocyanate + 2-(methoxycarbonyl)benzenesulfonyl isocyanate (74222-95-0)

Guidance literature:

With pyridine; thionyl chloride;

Reference yield:

Metsulfuron-methyl (74223-64-6) → benzoic acid methyl ester (93-58-3,5705-52-2,80226-58-0) + methyl 2-(aminosulfonyl)benzoate (57683-71-3) + 2-(methoxycarbonyl)benzenesulfonyl isocyanate (74222-95-0) + 4-methoxy-6-methyl-1,3,5-triazin-2-amine (1668-54-8) + 2-Isocyanato-4-methoxy-6-methyl-[1,3,5]triazine + 3-(methoxy)-1,2-benzisothiazole 1,1-dioxide (18712-14-6)

Guidance literature:

at 800 ℃; for 0.00138889h; Product distribution; study of the pyrolysis of various sulfonylureas; other sulfonylureas and their products;

DOI:10.1002/jms.1190300216

Reference yield:

oxalyl dichloride (79-37-8) + methyl 2-(aminosulfonyl)benzoate (57683-71-3) → 2-(methoxycarbonyl)benzenesulfonyl isocyanate (74222-95-0)

Guidance literature:

With 1,4-diaza-bicyclo[2.2.2]octane; In toluene; at 20 - 100 ℃;

DOI:10.1021/jm301501k

upstream raw materials:

Metsulfuron-methyl

1,4-diaza-bicyclo[2.2.2]octane

methyl 2-(aminosulfonyl)benzoate

n-butyl isocyanide

Downstream raw materials:

methyl 2-(((4-Methoxy-6-trifluoromethoxy-1,3,5-triazin-2-yl)-aminocarbonyl)-aminosulfonyl)-benzoate

tribenuron methyl

N-[(4,6-Dimethoxy-1,3,5-triazin-2-yl)aminocarbonyl]-2-methoxycarbonylbenzenesulfonamide

C₁₄H₁₃ClN₄O₆S

Refernces

• 1、 -. "A NOVEL FORM OF SULFOMETURON METHYL, A PROCESS FOR ITS PREPARATION AND USE THE SAME". Page/Page column 15-16. . Retrieved 2020/03/23.
• 2、 Lee, Yu-Ting,Cui, Chang-Jun,Chow, Eve W. L.,Pue, Nason,Lonhienne, Thierry,Wang, Jian-Guo,Fraser, James A.,Guddat, Luke W.. "Sulfonylureas have antifungal activity and are potent inhibitors of Candida albicans acetohydroxyacid synthase". . p. 210 - 219. Retrieved 2013/02/23.