Methyl 4-[(butylcarbamoyl)sulfamoyl]benzoate

Base Information

• Chemical Name: Methyl 4-[(butylcarbamoyl)sulfamoyl]benzoate
• CAS No.: 88241-94-5
• Molecular Formula: C13H18 N2 O5 S
• Molecular Weight: 314.36
• Hs Code.: 2935009090
• DSSTox Substance ID: DTXSID60517109
• Wikidata: Q82378885
• Mol file: 88241-94-5.mol

Synonyms:88241-94-5;Methyl 4-(N-(butylcarbamoyl)sulfamoyl)benzoate;4-Carboxy tolbutamide methyl ester;Methyl 4-[(butylcarbamoyl)sulfamoyl]benzoate;methyl 4-(butylcarbamoylsulfamoyl)benzoate;4-CarboxyTolbutamide-d9MethylEster;DTXSID60517109;MFCD00143931;AKOS030255300;BS-18206;CS-0152105;FT-0664371;Methyl4-(N-(butylcarbamoyl)sulfamoyl)benzoate;C16581;Z425552440

Chemical Property of Methyl 4-[(butylcarbamoyl)sulfamoyl]benzoate

Chemical Property:

• Melting Point: 167-169 °C(Solv: ethanol (64-17-5))
• Refractive Index: 1.53
• PKA: 4.43±0.10(Predicted)
• PSA: 109.95000
• Density: 1.258g/cm³
• LogP: 3.12380
• Storage Temp.: Sealed in dry,Room Temperature
• XLogP3: 2
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 7
• Exact Mass: 314.09364285
• Heavy Atom Count: 21
• Complexity: 450

Purity/Quality:

97% ^*data from raw suppliers

4-CarboxyTolbutamideMethylEster ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCCCNC(=O)NS(=O)(=O)C1=CC=C(C=C1)C(=O)OC
• Uses: Tolbutamide derivative

Technology Process of Methyl 4-[(butylcarbamoyl)sulfamoyl]benzoate

There total 1 articles about Methyl 4-[(butylcarbamoyl)sulfamoyl]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: 64.0%

methyl 4-sulfamoylbenzoate (22808-73-7) + n-butyl isocyanide (111-36-4) → methyl 4-butylaminocarbonylaminosulfonylbenzoate (88241-94-5)

Guidance literature:

With potassium carbonate; In tetrahydrofuran; Heating;

DOI:10.1248/cpb.31.2518

Reference yield: 80.0%

methyl 4-butylaminocarbonylaminosulfonylbenzoate (88241-94-5) → 4-hydroxytolbutamide (5719-85-7)

Guidance literature:

With lithium aluminium tetrahydride; In tetrahydrofuran; 1.) -78 deg C, 6 h; 2.) 0 deg C, overnight;

DOI:10.1248/cpb.31.2518

Reference yield:

methyl 4-butylaminocarbonylaminosulfonylbenzoate (88241-94-5) → 1-butyl-3-(p-formylphenyl)sulphonylurea (88241-95-6)

Guidance literature:

Multi-step reaction with 2 steps

1: 80 percent / lithium aluminium hydride / tetrahydrofuran / 1.) -78 deg C, 6 h; 2.) 0 deg C, overnight

2: 75 percent / pyridinium chlorochromate / CH₂Cl₂ / 1.) 0 deg C, 5 h; 2.) rt., overnight

With lithium aluminium tetrahydride; pyridinium chlorochromate; In tetrahydrofuran; dichloromethane;

DOI:10.1248/cpb.31.2518

upstream raw materials:

methyl 4-sulfamoylbenzoate

n-butyl isocyanide

Downstream raw materials:

Carboxytolbutamide

4-hydroxytolbutamide

1-butyl-3-(p-formylphenyl)sulphonylurea