3-[(Ethylsulfonyl)amino]benzoic acid

Base Information

• Chemical Name: 3-[(Ethylsulfonyl)amino]benzoic acid
• CAS No.: 117292-19-0
• Molecular Formula: C9H11NO4S
• Molecular Weight: 229.257
• DSSTox Substance ID: DTXSID30356906
• Wikidata: Q82136542
• ChEMBL ID: CHEMBL1701310
• Mol file: 117292-19-0.mol

Synonyms:3-ethanesulfonamidobenzoic acid;117292-19-0;3-[(ethylsulfonyl)amino]benzoic acid;3-(ethylsulfonylamino)benzoic Acid;3-ethanesulphonylamino-benzoic acid;3-ethanesulfonamidobenzoicacid;MLS000704589;SCHEMBL4191220;CHEMBL1701310;DTXSID30356906;QTHHZXQBCFDQAL-UHFFFAOYSA-N;HMS2744L23;AKOS000147178;SB79678;BS-19300;SMR000231593;EN300-29790;J-003551;Z53824998

Chemical Property of 3-[(Ethylsulfonyl)amino]benzoic acid

Chemical Property:

• XLogP3: 0.8
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 4
• Exact Mass: 229.04087901
• Heavy Atom Count: 15
• Complexity: 320

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCS(=O)(=O)NC1=CC=CC(=C1)C(=O)O

Technology Process of 3-[(Ethylsulfonyl)amino]benzoic acid

There total 4 articles about 3-[(Ethylsulfonyl)amino]benzoic 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: 92.0%

→ 3-(ethylsulfonamido)benzoic acid (117292-19-0)

Guidance literature:

Reference yield: 50.0%

Methyl 3-aminobenzoate (4518-10-9) + Ethanesulfonyl chloride (594-44-5) → 3-(ethylsulfonamido)benzoic acid (117292-19-0)

Guidance literature:

Methyl 3-aminobenzoate; Ethanesulfonyl chloride; With triethylamine; In dichloromethane; at 0 - 20 ℃; for 3h;

With sodium hydroxide; In tetrahydrofuran; methanol; water; at 20 ℃; for 6h;

DOI:10.1021/acs.jmedchem.0c01564

Reference yield:

3-aminobenzoic acid ethyl ester (582-33-2) → 3-(ethylsulfonamido)benzoic acid (117292-19-0)

Guidance literature:

Multi-step reaction with 2 steps

1: pyridine / CH₂Cl₂ / 1 h / Ambient temperature

2: 1 N aq. NaOH / 1 h / Heating

With pyridine; sodium hydroxide; In dichloromethane;

DOI:10.1248/cpb.44.1865

upstream raw materials:

ethyl 3-[(ethylsulfonyl)amino]benzoate

3-aminobenzoic acid ethyl ester

Methyl 3-aminobenzoate

Ethanesulfonyl chloride

Downstream raw materials:

Ethanesulfonic acid [2-acetyl-4-(3,4-dimethoxy-phenyl)-1,2,3,4-tetrahydro-isoquinolin-7-yl]-amide

N-[2-(3,4-Dimethoxy-phenyl)-2-hydroxy-ethyl]-3-ethanesulfonylamino-benzamide

Ethanesulfonic acid [2-acetyl-4-(3,4-dihydroxy-phenyl)-1,2,3,4-tetrahydro-isoquinolin-7-yl]-amide

Ethanesulfonic acid (3-{[2-(3,4-dimethoxy-phenyl)-2-hydroxy-ethylamino]-methyl}-phenyl)-amide