2-(Aminosulfonyl)-4-iodobenzoic acid methyl ester

Base Information

• Chemical Name: 2-(Aminosulfonyl)-4-iodobenzoic acid methyl ester
• CAS No.: 144550-79-8
• Molecular Formula: C8H8 I N O4 S
• Molecular Weight: 341.126
• DSSTox Substance ID: DTXSID50449405
• Nikkaji Number: J2.028.946E
• Wikidata: Q72442068
• Mol file: 144550-79-8.mol

Synonyms:144550-79-8;2-(AMINOSULFONYL)-4-IODOBENZOIC ACID METHYL ESTER;METHYL 4-IODO-2-SULFAMOYLBENZOATE;2-carbomethoxy-5-iodobenzenesulfonamide;Benzoic acid, 2-(aminosulfonyl)-4-iodo-, methyl ester;C8H8INO4S;SCHEMBL8034737;DTXSID50449405;DZERRHAHFNNWSI-UHFFFAOYSA-N;MFCD11846230;methyl 2-aminosulfonyl-4-iodobenzoate;Methyl 4-iodo-2-aminosulfonylbenzoate;AKOS015890703;SB83294;METHYL4-IODO-2-SULFAMOYLBENZOATE;2-Methoxycarbonyl-5-iodobenzenesulfonamide;AS-19653;4-Iodo-2-sulfamoylbenzoic acid methyl ester;CS-0212746;FT-0726159;Benzoic acid-2-(aminosulfonyl)- 4-iodomethyl ester;benzoic acid, -2-(aminosulfonyl)- 4-iodo, methyl ester

Chemical Property of 2-(Aminosulfonyl)-4-iodobenzoic acid methyl ester

Chemical Property:

• Boiling Point: 480.3±55.0 °C(Predicted)
• PKA: 9.39±0.60(Predicted)
• PSA: 94.84000
• Density: 1.912±0.06 g/cm3(Predicted)
• LogP: 2.50630
• XLogP3: 1
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 3
• Exact Mass: 340.92188
• Heavy Atom Count: 15
• Complexity: 337

Purity/Quality:

99% ^*data from raw suppliers

2-Carbomethoxy-5-iodobenzenesulfonamide ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC(=O)C1=C(C=C(C=C1)I)S(=O)(=O)N

Technology Process of 2-(Aminosulfonyl)-4-iodobenzoic acid methyl ester

There total 9 articles about 2-(Aminosulfonyl)-4-iodobenzoic acid 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: 94.1%

6-iodobenzo[d]isothiazol-3(2H)-one 1,1-dioxide (119591-34-3) → 2-methoxycarbonyl-5-iodobenzenesulfonamide (144550-79-8)

Guidance literature:

With sulfuric acid; In methanol; for 6h; Reflux;

DOI:10.14233/ajchem.2017.20627

Reference yield: 69.1%

2-methoxycarbonyl-5-iodobenzenesulfochloride → 2-methoxycarbonyl-5-iodobenzenesulfonamide (144550-79-8)

Guidance literature:

With ammonia; In xylene; at 18 - 22 ℃; for 6h; Product distribution / selectivity;

Reference yield:

2-methoxycarbonyl-5-iodobenzenesulfochloride → 2-methoxycarbonyl-5-iodobenzenesulfonamide (144550-79-8)

Guidance literature:

In tetrahydrofuran;

upstream raw materials:

2-acetylamino-4-iodobenzoic acid

methyl 2-amino-4-iodobenzoate

(2-methoxycarbonyl-5-iodobenzene)disulfide

4-nitrotoluene-2-sulfonamide

Downstream raw materials:

methyl 4-iodo-2-[[[[(4-methoxy-6-methyl-1,3,5-triazin-2-yl)amino]carbonyl]amino]sulfonyl]benzoate

methyl 4-iodo-2-[[[[(4-methoxy-6-methyl-1,3,5-triazin-2-yl)amino] carbonyl]amino]sulfonyl]benzoate sodium salt

2-Methoxycarbonyl-5-iodobenzenesulfonyl isocyanate

Refernces

• 1、 Cai, Xinhong,Chen, Qiulu,Guan, Jing,Gong, Shunze,Fu, Hao,Xu, Defeng. "A convenient synthesis of 2-methoxycarbonyl-5-iodobenzene sulfonamide". . p. 1622 - 1624. Retrieved 2017/05/29.
• 2、 -. "Arylsulfonylureas, processes for their preparation, and their use as herbicides and growth regulators". . . Retrieved 2008/06/13.