2-Methoxy-5-sulfamoylbenzoic acid

Base Information

• Chemical Name: 2-Methoxy-5-sulfamoylbenzoic acid
• CAS No.: 22117-85-7
• Molecular Formula: C8H9NO5S
• Molecular Weight: 231.229
• Hs Code.: 2935009090
• European Community (EC) Number: 244-789-1
• UNII: ZK66UU128U
• DSSTox Substance ID: DTXSID60944759
• Nikkaji Number: J168.610K
• Wikidata: Q72486071
• Mol file: 22117-85-7.mol

Synonyms:2-methoxy-5-sulfamoylbenzoic acid;22117-85-7;2-Methoxy-5-sulphamoylbenzoic acid;5-Sulfamoyl-o-anisic Acid-d3;ZK66UU128U;Benzoic acid, 5-(aminosulfonyl)-2-methoxy-;MFCD00129997;2-methoxy-5-aminosulfonylbenzoic acid;5-(aminosulfonyl)-2-methoxybenzoic acid;5-Sulphamoyl-o-anisic acid;2-Methoxy-5-sulfamoylbenzoicAcid;2-Methoxy-5-sulfonylbenzoic acid;2-Methoxy-5-sulfamoyl-benzoic acid;UNII-ZK66UU128U;SCHEMBL131628;DTXSID60944759;2-methoxy-5-sulfamoyl benzoic acid;BCP24503;2-methoxy-5-sulphamoyl benzoic acid;EINECS 244-789-1;BBL028247;O-ANISIC ACID, 5-SULFAMOYL-;STK936072;AKOS000161003;CS-W014177;PB41977;PS-7705;AC-11234;SY018905;SULPIRIDE IMPURITY D [EP IMPURITY];2-METHOXY-5-SULFONAMIDOBENZOIC ACID;BB 0241088;FT-0612810;FT-0672202;M2771;EN300-16628;P17496;BENZOIC ACID, 5-(AMINOSULFONYL)-2-METHOXY;W-107502;Z56347232

Chemical Property of 2-Methoxy-5-sulfamoylbenzoic acid

Chemical Property:

• Vapor Pressure: 4.04E-10mmHg at 25°C
• Melting Point: 220 °C
• Boiling Point: 482.5 °C at 760 mmHg
• PKA: 3.56±0.10(Predicted)
• Flash Point: 245.6 °C
• PSA: 115.07000
• Density: 1.492 g/cm³
• LogP: 1.82190
• Storage Temp.: Room Temperature
• Solubility.: DMSO (Slightly), Methanol (Slightly)
• XLogP3: -0.3
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 3
• Exact Mass: 231.02014356
• Heavy Atom Count: 15
• Complexity: 333

Purity/Quality:

98%,99%, ^*data from raw suppliers

2-Methoxy-5-sulfamoylbenzoicAcid ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36/37/39

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC1=C(C=C(C=C1)S(=O)(=O)N)C(=O)O
• Uses: 2-Methoxy-5-sulfamoylbenzoic Acid is a metabolite of the antipsychotic drug, Sulpiride (S689145).

Technology Process of 2-Methoxy-5-sulfamoylbenzoic acid

There total 4 articles about 2-Methoxy-5-sulfamoylbenzoic acid 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: 98.3%

methyl 2-methoxy-5-sulfamoyl-benzoate (33045-52-2) → 2-methoxy-5-sulfamoylbenzoic acid (22117-85-7)

Guidance literature:

With sodium hydroxide; In methanol;

Reference yield: 94.6%

5-chlorosulfonyl-2-anisic acid (51904-91-7) → 2-methoxy-5-sulfamoylbenzoic acid (22117-85-7)

Guidance literature:

With ammonia; In tetrahydrofuran; for 0.5h; Ambient temperature;

DOI:10.1021/jm00124a024

Reference yield:

2-Methoxybenzoic acid (579-75-9) → 2-methoxy-5-sulfamoylbenzoic acid (22117-85-7)

Guidance literature:

Multi-step reaction with 2 steps

1: 84.9 percent / chlorosulfuric acid / 0.67 h / 60 - 70 °C

2: 94.6 percent / NH₃ / tetrahydrofuran / 0.5 h / Ambient temperature

With chlorosulphuric acid; ammonia; In tetrahydrofuran;

DOI:10.1021/jm00124a024

upstream raw materials:

5-chlorosulfonyl-2-anisic acid

2-Methoxybenzoic acid

methyl 2-methoxy-5-sulfamoyl-benzoate

Downstream raw materials:

2-hydroxy-5-sulfonamidobenzoic acid

4-Methoxy-3-[4-(4-methoxy-benzyl)-piperazine-1-carbonyl]-benzenesulfonamide

N-(4-Benzyl-morpholin-2-ylmethyl)-2-methoxy-5-sulfamoyl-benzamide

3-(4-Cyclohexylmethyl-piperazine-1-carbonyl)-4-methoxy-benzenesulfonamide

Refernces

• 1、 -. "NF-KB ACTIVATION INHIBITORS". Page/Page column 83. . Retrieved 2008/06/13.
• 2、 -. "REMEDIES FOR NEURODEGENERATIVE DISEASES". Page/Page column 82. . Retrieved 2010/02/12.