Methyl 4-(Chlorosulfonyl)benzoate

Base Information

• Chemical Name: Methyl 4-(Chlorosulfonyl)benzoate
• CAS No.: 69812-51-7
• Molecular Formula: C8H7 Cl O4 S
• Molecular Weight: 234.66
• Hs Code.: 2916399090
• European Community (EC) Number: 822-349-5
• DSSTox Substance ID: DTXSID40406204
• Nikkaji Number: J461.276K
• Wikidata: Q72459478
• Mol file: 69812-51-7.mol

Synonyms:Methyl 4-(Chlorosulfonyl)benzoate;69812-51-7;methyl 4-chlorosulfonylbenzoate;4-Chlorosulfonyl-benzoic acid methyl ester;4-Chlorosulfonylbenzoic acid methyl ester;4-(CHLOROSULFONYL)-BENZOIC ACID METHYL ESTER;MFCD00627554;BENZOIC ACID, 4-(CHLOROSULFONYL)-, METHYL ESTER;4-chlorosulfonyl benzoic acid methyl ester;methyl4-chlorosulfonylbenzoate;SCHEMBL118882;DTXSID40406204;MOFQDKOKODUZPK-UHFFFAOYSA-N;BCP20583;4-carbomethoxyphenylsulfonyl chloride;STL227855;4-carbomethoxy-phenylsulfonyl chloride;AKOS000276577;AB06596;AC-7116;CS-W002649;GS-3537;SY004034;4-(chlorosulfonyl)benzoic acid methyl ester;AM20061082;BB 0219898;FT-0677898;EN300-15237;A866739;J-522252;4-chlorosulfonyl-benzoic acid methyl ester, AldrichCPR;F2158-1064

Chemical Property of Methyl 4-(Chlorosulfonyl)benzoate

Chemical Property:

• Melting Point: 72-73℃
• Boiling Point: 126 °C(Press: 0.05 Torr)
• PSA: 68.82000
• Density: 1.431
• LogP: 2.48150
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C
• XLogP3: 2.1
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 3
• Exact Mass: 233.9753576
• Heavy Atom Count: 14
• Complexity: 298

Purity/Quality:

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

Methyl4-(chlorosulfonyl)benzoate ^*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)S(=O)(=O)Cl

Technology Process of Methyl 4-(Chlorosulfonyl)benzoate

There total 12 articles about Methyl 4-(Chlorosulfonyl)benzoate 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: 96.0%

methanol (67-56-1) + p-carboxyphenylsulfonyl chloride (10130-89-9) → 4-chlorosulfonyl-benzoic acid methyl ester (69812-51-7)

Guidance literature:

p-carboxyphenylsulfonyl chloride; With thionyl chloride; In dichloromethane; for 2h; Reflux;

methanol; for 0.166667h; Cooling with ice;

Reference yield: 93.1%

methanol (67-56-1) + 4-chlorosulfonylbenzoyl chloride (7516-60-1) → 4-chlorosulfonyl-benzoic acid methyl ester (69812-51-7)

Guidance literature:

With dmap; triethylamine; In tetrahydrofuran; at -78 ℃;

Reference yield: 88.0%

p-carboxyphenylsulfonyl chloride (10130-89-9) + diazomethyl-trimethyl-silane (18107-18-1) → 4-chlorosulfonyl-benzoic acid methyl ester (69812-51-7)

Guidance literature:

In methanol; at 20 ℃; for 5h;

DOI:10.1016/j.bmcl.2005.12.015

upstream raw materials:

methanol

4-chlorosulfonylbenzoyl chloride

diazomethane

p-carboxyphenylsulfonyl chloride

Downstream raw materials:

C₁₈H₁₆ClF₃N₂O₆S

C₁₈H₁₄INO₄S

methyl 4-(N-(3-isopropylimidazo[1,2-a]pyridin-2-yl)-N-((4-trifluoromethoxy)benzyl)sulfamoyl)benzoate

sodium 4-(N-(3-isopropylimidazo[1,2-a]pyridin-2-yl)-N-((4-trifluoromethoxy)benzyl)sulfamoyl)benzoate

Refernces

• 1、 Zhang, Kuojun,Ni, Yong,Chen, Jiaxuan,Tu, Zhengchao,Wu, Xiaoxing,Chen, Dong,Yao, Hequan,Jiang, Sheng. "Discovery of trans-3-(pyridin-3-yl)acrylamide-derived sulfamides as potent nicotinamide phosphoribosyltransferase (NAMPT) inhibitors for the potential treatment of cancer". . p. 1502 - 1506. Retrieved 2019/04/17.
• 2、 -. "Identification of human T2R receptors that respond to bitter compounds that elicit the bitter taste in compositions, and the use thereof in assays to identify compounds that inhibit (block) bitter taste in compositions and use thereof". Page/Page column 144; 145. . Retrieved 2016/02/26.