4-(N-ETHYLSULPHONAMIDO)BENZENEBORONIC ACID

Base Information

• Chemical Name: 4-(N-ETHYLSULPHONAMIDO)BENZENEBORONIC ACID
• CAS No.: 871329-65-6
• Molecular Formula: C8H12BNO4S
• Molecular Weight: 229.065
• Hs Code.: 2935009090
• Mol file: 871329-65-6.mol

Synonyms:Boronic acid, [4-[(ethylamino)sulfonyl]phenyl]- (9CI);[4-(Ethylsulfamoyl)phenyl]boronic acid;

Chemical Property of 4-(N-ETHYLSULPHONAMIDO)BENZENEBORONIC ACID

Chemical Property:

• Vapor Pressure: 5.61E-08mmHg at 25°C
• Melting Point: 132-136°C
• Refractive Index: 1.571
• Boiling Point: 424.9 °C at 760 mmHg
• PKA: 7.94±0.16(Predicted)
• Flash Point: 210.8 °C
• PSA: 95.01000
• Density: 1.36 g/cm³
• LogP: 0.13630
• Storage Temp.: Keep Cold

Purity/Quality:

97% ^*data from raw suppliers

N-Ethyl4-boronobenzenesulfonamide ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi

MSDS Files:

SDS file from LookChem

Useful:

• Uses: 4-(Ethylsulfamoyl)benzeneboronic acid is used as pharmaceutical intermediate.

Technology Process of 4-(N-ETHYLSULPHONAMIDO)BENZENEBORONIC ACID

There total 2 articles about 4-(N-ETHYLSULPHONAMIDO)BENZENEBORONIC ACID 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: 40.0%

Triisopropyl borate (5419-55-6) + 4-bromo-N-ethylbenzenesulfonamide (1984-25-4) → 4-(N-ethylsulfamoyl)phenylboronic acid (871329-65-6)

Guidance literature:

With n-butyllithium; In tetrahydrofuran; at -70 - 0 ℃;

Reference yield:

4-bromobenzenesulfonyl chloride (98-58-8) → 4-(N-ethylsulfamoyl)phenylboronic acid (871329-65-6)

Guidance literature:

Multi-step reaction with 2 steps

1: triethylamine / dichloromethane / 1 h / 20 °C

2: n-butyllithium / tetrahydrofuran / -70 - 0 °C

With n-butyllithium; triethylamine; In tetrahydrofuran; dichloromethane;

Reference yield: 25.0%

4-(N-ethylsulfamoyl)phenylboronic acid (871329-65-6) + 1-(3-bromo-5-chlorophenyl)cyclobutanecarboximidamide hydrochloride → 1-(5-chloro-4′-(N-ethylsulfamoyl)-[1,1′-biphenyl]-3-yl)-cyclobutane-1-carboximidamide

Guidance literature:

With tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; potassium dihydrogenphosphate; 1,3,5,7-tetramethyl-8-phenyl-2,4,6-trioxa-8-phosphatricyclo[3.3.1.13,7]decane; In 1,4-dioxane; water; at 100 ℃; for 1h; Inert atmosphere;

DOI:10.1021/acs.jmedchem.9b00178

upstream raw materials:

Triisopropyl borate

4-bromo-N-ethylbenzenesulfonamide

4-bromobenzenesulfonyl chloride