2-(Toluene-4-sulfonylamino)-benzoic acid methyl ester

Base Information

• Chemical Name: 2-(Toluene-4-sulfonylamino)-benzoic acid methyl ester
• CAS No.: 50998-74-8
• Molecular Formula: C15H15NO4S
• Molecular Weight: 305.354
• Hs Code.: 2935009090
• European Community (EC) Number: 610-595-4
• DSSTox Substance ID: DTXSID80353268
• Nikkaji Number: J866.852C
• Wikidata: Q72495279
• Mol file: 50998-74-8.mol

Synonyms:50998-74-8;2-(Toluene-4-sulfonylamino)-benzoic acid methyl ester;methyl 2-(4-methylphenylsulfonamido)benzoate;methyl 2-[(4-methylphenyl)sulfonylamino]benzoate;2-[[(4-Methylphenyl)sulfonyl]amino]benzoic acid methyl ester;methyl 2-{[(4-methylphenyl)sulfonyl]amino}benzoate;METHYL 2-[[(4-METHYLPHENYL)SULFONYL]AMINO]BENZOATE;2-(((4-methylphenyl)sulfonyl)amino)benzoic acid methyl ester;SCHEMBL1495939;DTXSID80353268;MFCD00418641;STK412548;2-Tosylaminobenzoic acid methyl ester;AKOS000395053;Methyl 2-(p-toluenesulfonamido)benzoate;AS-40201;methyl2-(4-methylphenylsulfonamido)benzoate;CS-0036619;EU-0039799;FT-0656223;A828388;SR-01000447296;SR-01000447296-1;Z45612066

Chemical Property of 2-(Toluene-4-sulfonylamino)-benzoic acid methyl ester

Chemical Property:

• Vapor Pressure: 1.64E-08mmHg at 25°C
• Melting Point: 115-116℃
• Boiling Point: 456.3°C at 760 mmHg
• Flash Point: 229.8°C
• PSA: 80.85000
• Density: 1.312g/cm³
• LogP: 3.73620
• XLogP3: 3.2
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 5
• Exact Mass: 305.07217913
• Heavy Atom Count: 21
• Complexity: 449

Purity/Quality:

99% ^*data from raw suppliers

Methyl2-(4-methylphenylsulfonamido)benzoate 95+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=CC=C(C=C1)S(=O)(=O)NC2=CC=CC=C2C(=O)OC

Technology Process of 2-(Toluene-4-sulfonylamino)-benzoic acid methyl ester

There total 6 articles about 2-(Toluene-4-sulfonylamino)-benzoic 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: 100.0%

2-carbomethoxyaniline (134-20-3) + p-toluenesulfonyl chloride (98-59-9) → methyl N-tosylanthranilate (50998-74-8)

Guidance literature:

In pyridine; at 25 ℃;

DOI:10.3987/COM-04-10025

Reference yield: 85.0%

benzoic acid methyl ester (93-58-3,5705-52-2,80226-58-0) + 4-toluenesulfonyl azide (941-55-9) → methyl N-tosylanthranilate (50998-74-8)

Guidance literature:

With bis[dichloro(pentamethylcyclopentadienyl)iridium(III)]; lithium carbonate; acetic acid; silver(I) triflimide; In 1,2-dichloro-ethane; at 50 ℃; for 12h; Temperature; Inert atmosphere;

DOI:10.1002/anie.201310544

Reference yield: 80.0%

methyl 2-nitrobenzoate (606-27-9) + sodium 4-methylbenzenesulfinate (824-79-3) → methyl N-tosylanthranilate (50998-74-8)

Guidance literature:

With trans-N,N'-dimethyl-1,2-cyclohexyldiamine; sodium hydrogen sulfite; iron(II) chloride; In dimethyl sulfoxide; at 60 ℃; for 12h; Sealed tube; Inert atmosphere;

DOI:10.1021/acs.joc.5b00130

upstream raw materials:

2-carbomethoxyaniline

p-toluenesulfonyl chloride

benzoic acid methyl ester

4-toluenesulfonyl azide

Downstream raw materials:

N-(3-ethoxycarbonyl-propyl)-N-(toluene-4-sulfonyl)-anthranilic acid methyl ester

N,N'-di-p-toluenesulphonyl-N,N'-di(2-methoxyphenyl)-1,3-diaminopropane

(S)-2-[(2-tert-butoxycarbonylamino-3-phenyl-propyl)-(toluene-4-sulfonyl)-amino]-benzoic acid methyl ester

2-((4-methyl-N-(prop-2-yn-1-yl)phenyl)sulfonamido)benzoic acid

Refernces

• 1、 -. "INHIBITORS OF OPLOPHORUS LUCIFERASE-DERIVED BIOLUMINESCENT COMPLEXES". Paragraph 00175-00176; 00186; 00190-00191; 00250-00251. . Retrieved 2019/12/25.
• 2、 Carrillo-Arcos, Ulises A.,Porcel, Susana. "Gold promoted arylative cyclization of alkynoic acids with arenediazonium salts". supporting information. p. 1837 - 1842. Retrieved 2018/03/23.