Methyl 4-methanesulfonamidobenzoate

Base Information

• Chemical Name: Methyl 4-methanesulfonamidobenzoate
• CAS No.: 50790-28-8
• Molecular Formula: C9H11NO4S
• Molecular Weight: 229.257
• Hs Code.: 2935009090
• European Community (EC) Number: 830-831-1
• Nikkaji Number: J1.711.925G
• Mol file: 50790-28-8.mol

Synonyms:methyl 4-methanesulfonamidobenzoate;50790-28-8;methyl 4-(methanesulfonamido)benzoate;methyl 4-[(methylsulfonyl)amino]benzoate;4-METHYLSULPHONAMINOBENZOIC ACID METHYL ESTER;Oprea1_175617;Oprea1_498916;SCHEMBL63833;4-[(Methylsulfonyl)amino]benzoic acid methyl ester;methyl4-methanesulfonamidobenzoate;QFDZXBAQIPTWSB-UHFFFAOYSA-N;HMS1609I07;STK030880;AKOS001613635;SB77205;BS-28675;CS-0206982;FT-0705044;EN300-69000;SR-01000410278;SR-01000410278-1;Z45637675

Chemical Property of Methyl 4-methanesulfonamidobenzoate

Chemical Property:

• PSA: 80.85000
• LogP: 1.99850
• XLogP3: 1.2
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 4
• Exact Mass: 229.04087901
• Heavy Atom Count: 15
• Complexity: 312

Purity/Quality:

97% ^*data from raw suppliers

Methyl4-Methanesulfonamidobenzoate ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC(=O)C1=CC=C(C=C1)NS(=O)(=O)C

Technology Process of Methyl 4-methanesulfonamidobenzoate

There total 5 articles about Methyl 4-methanesulfonamidobenzoate 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: 99.0%

methanesulfonyl chloride (124-63-0) + 4-methoxycarbonyl aniline (619-45-4) → methyl 4-(methanesulfonylamino)benzoate (50790-28-8)

Guidance literature:

With pyridine; In dichloromethane; Ambient temperature;

DOI:10.1021/jo00228a041

Reference yield: 96.0%

methanesulfonamide (3144-09-0) + 4-methoxycarbonylphenyl bromide (619-42-1) → methyl 4-(methanesulfonylamino)benzoate (50790-28-8)

Guidance literature:

With bis(η3-allyl-μ-chloropalladium(II)); potassium carbonate; tert-butyl XPhos; In 2-methyltetrahydrofuran; at 80 ℃; for 6h; Inert atmosphere;

DOI:10.1021/ol200660s

Reference yield: 87.0%

Methanesulfonyl azide (624-90-8,1516-70-7) + 4-methoxycarbonylphenylboronic acid (99768-12-4) → methyl 4-(methanesulfonylamino)benzoate (50790-28-8)

Guidance literature:

With copper(l) chloride; In methanol; at 20 ℃; for 2h;

DOI:10.1021/ol403717

upstream raw materials:

methanesulfonyl chloride

4-methoxycarbonyl aniline

methanesulfonamide

4-methoxycarbonylphenyl bromide

Downstream raw materials:

sematilide

N-[2-(2-Hydroxy-3-phenoxy-propylamino)-ethyl]-4-methanesulfonylamino-benzamide

N-{2-[2-Hydroxy-3-(4-methoxy-phenoxy)-propylamino]-ethyl}-4-methanesulfonylamino-benzamide

N-{2-[3-(2-Cyano-phenoxy)-2-hydroxy-propylamino]-ethyl}-4-methanesulfonylamino-benzamide

Refernces

• 1、 Abdel-Aziz, Alaa A.-M.,Al-Suwaidan, Ibrahim A.,AlSaif, Nawaf A.,Alanazi, Mohammed M.,Bua, Silvia,El-Azab, Adel S.,Hefnawy, Mohamed M.,Nocentini, Alessio,Supuran, Claudiu T.. "Synthesis and comparative carbonic anhydrase inhibition of new Schiff's bases incorporating benzenesulfonamide, methanesulfonamide, and methylsulfonylbenzene scaffolds". . . Retrieved 2019/09/06.
• 2、 Moon, Soo-Yeon,Nam, Jungsoo,Rathwell, Kris,Kim, Won-Suk. "Copper-catalyzed Chan-Lam Coupling between Sulfonyl Azides and Boronic acids at room temperature". supporting information. p. 338 - 341. Retrieved 2014/04/03.