Methyl 4-[(dipropylamino)sulfonyl]benzoate

Base Information

• Chemical Name: Methyl 4-[(dipropylamino)sulfonyl]benzoate
• CAS No.: 53212-75-2
• Molecular Formula: C14H21NO4S
• Molecular Weight: 299.391
• DSSTox Substance ID: DTXSID00355421
• Wikidata: Q82134319
• Mol file: 53212-75-2.mol

Synonyms:53212-75-2;methyl 4-[(dipropylamino)sulfonyl]benzoate;methyl 4-(dipropylsulfamoyl)benzoate;Probenecid Methyl Ester;Benzoic acid, 4-[(dipropylamino)sulfonyl]-, methyl ester;Methyl 4-(N,N-dipropylsulfamoyl)benzoate;4-[(Dipropylamino)sulfonyl]benzoic acid methyl ester;Probenecid Me, #1;Oprea1_108385;Oprea1_176670;SCHEMBL11877545;DTXSID00355421;YLVGRYMYFMKKCB-UHFFFAOYSA-N;MFCD01046371;STK149334;AKOS003235271;Methyl4-(N,N-dipropylsulfamoyl)benzoate;LS-07651;CS-0319882;SR-01000363465;SR-01000363465-1

Chemical Property of Methyl 4-[(dipropylamino)sulfonyl]benzoate

Chemical Property:

• PSA: 72.06000
• LogP: 3.36470
• XLogP3: 3.5
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 8
• Exact Mass: 299.11912932
• Heavy Atom Count: 20
• Complexity: 388

Purity/Quality:

99% ^*data from raw suppliers

Methyl 4-[(dipropylamino)sulfonyl]benzoate ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCCN(CCC)S(=O)(=O)C1=CC=C(C=C1)C(=O)OC

Technology Process of Methyl 4-[(dipropylamino)sulfonyl]benzoate

There total 5 articles about Methyl 4-[(dipropylamino)sulfonyl]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: 100.0%

4-[(dipropylamino)sulfonyl]benzoic acid (57-66-9) + methylamine (74-89-5) → methyl 4-(N,N-dipropylsulfamoyl)benzoate (53212-75-2)

Guidance literature:

With propane-1,3-diyl dinitrite; In tetrahydrofuran; at 90 ℃; for 0.333333h; under 12929 Torr; Flow reactor;

DOI:10.1021/acs.orglett.7b02231

Reference yield: 85.0%

methanol (67-56-1) + 4-[(dipropylamino)sulfonyl]benzoic acid (57-66-9) → methyl 4-(N,N-dipropylsulfamoyl)benzoate (53212-75-2)

Guidance literature:

With sulfuric acid; Heating;

Reference yield: 76.0%

4-[(dipropylamino)sulfonyl]benzoic acid (57-66-9) + temozolomide (85622-93-1) → methyl 4-(N,N-dipropylsulfamoyl)benzoate (53212-75-2)

Guidance literature:

With sodium carbonate; In 1,4-dioxane; water; at 60 ℃; for 6h; Sealed tube;

DOI:10.1002/anie.201911896

upstream raw materials:

methanol

4-[(dipropylamino)sulfonyl]benzoic acid

methylamine

di-n-propylamine

Downstream raw materials:

4-(hydroxymethyl)-N,N-dipropylbenzenesulfonamide

Refernces

• 1、 -. "AEROBIC OXIDATIVE SYNTHESIS OF SULFONAMIDE USING Cu CATALYST". Paragraph 0033-0037; 0039-0054; 0066-0069; 0175-0176. . Retrieved 2021/04/06.
• 2、 Svec, Riley L.,Hergenrother, Paul J.. "Imidazotetrazines as Weighable Diazomethane Surrogates for Esterifications and Cyclopropanations". supporting information. p. 1857 - 1862. Retrieved 2019/12/27.