4-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)benzenesulfonamide

Base Information

• Chemical Name: 4-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)benzenesulfonamide
• CAS No.: 214360-51-7
• Molecular Formula: C12H18BNO4S
• Molecular Weight: 283.156
• Hs Code.: 2935009090
• European Community (EC) Number: 687-626-3
• DSSTox Substance ID: DTXSID20585945
• Nikkaji Number: J3.144.683J
• Wikidata: Q72509111
• Mol file: 214360-51-7.mol

Synonyms:214360-51-7;4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzenesulfonamide;4-Sulfamoylphenylboronic acid pinacol ester;4-SULFAMOYLPHENYLBORONIC ACID, PINACOL ESTER;Benzenesulfonamide-4-boronic acid pinacol ester;4-Boronobenzenesulfonamide, pinacol ester;MFCD06657806;4-(tetramethyl-1,3,2-dioxaborolan-2-yl)benzene-1-sulfonamide;4-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)benzene-1-sulfonamide;BENZENESULFONAMIDE, 4-(4,4,5,5-TETRAMETHYL-1,3,2-DIOXABOROLAN-2-YL)-;4-Sulphamoylbenzeneboronic acid, pinacol ester;SCHEMBL364006;(4-SULFAMOYLPHENYL)BORONIC ACID PINACOL ESTER;DTXSID20585945;XDDLLUBKOZYOMY-UHFFFAOYSA-N;4-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)-benzenesulfonamide;AKOS015960114;AB25690;AS-3131;SY009868;4-sulfamoylbenzeneboronic acid pinacol ester;CS-0112865;EN300-212394;A815362;J-014062;J-515995;4-sulfamoylphenylboronic acid, pinacol ester, AldrichCPR;Z1696846943;4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-benzenesulfonamide

Chemical Property of 4-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)benzenesulfonamide

Chemical Property:

• Vapor Pressure: 0mmHg at 25°C
• Refractive Index: 1.543
• Boiling Point: 427.143 °C at 760 mmHg
• PKA: 10.00±0.10(Predicted)
• Flash Point: 212.129 °C
• PSA: 87.00000
• Density: 1.242 g/cm³
• LogP: 2.41430
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 2
• Exact Mass: 283.1049594
• Heavy Atom Count: 19
• Complexity: 419

Purity/Quality:

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

4-SulfamoylphenylboronicAcidPinacolEster ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: B1(OC(C(O1)(C)C)(C)C)C2=CC=C(C=C2)S(=O)(=O)N
• Uses: 4-SULFAMOYLPHENYLBORONIC ACID, PINACOL ESTER is used for preparation of Valdecoxib.

Technology Process of 4-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)benzenesulfonamide

There total 6 articles about 4-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)benzenesulfonamide 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: 79.2%

4-bromo-benzenesulfonic acid amide (701-34-8) + bis(pinacol)diborane (73183-34-3) → benzenesulfonamide-4-boronic acid pinacol ester (214360-51-7)

Guidance literature:

With (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; potassium acetate; In dimethyl sulfoxide; at 80 ℃; for 3h; Inert atmosphere;

Reference yield: 75.0%

sulfanilamide (63-74-1) + bis(pinacol)diborane (73183-34-3) → benzenesulfonamide-4-boronic acid pinacol ester (214360-51-7)

Guidance literature:

sulfanilamide; With hydrogenchloride; sodium nitrite; In water; at 0 - 5 ℃;

With sodium tetrafluoroborate; In water; at 5 ℃;

bis(pinacol)diborane; With copper(I) bromide; In water; acetonitrile; at 20 ℃; for 3h;

DOI:10.1055/s-0031-1290960

Reference yield: 53.0%

→ benzenesulfonamide-4-boronic acid pinacol ester (214360-51-7)

Guidance literature:

upstream raw materials:

4-bromo-benzenesulfonic acid amide

bis(pinacol)diborane

sulfanilamide

2,3-dimethyl-2,3-butane diol

Downstream raw materials:

4-(6-bromoimidazo[1,2-a]pyridin-3-yl)-1-benzenesulfonamide

N-Cyclopropyl-1-[3-(4-sulfamoylphenyl)phenyl]-1,4-dihydro[1,8]naphthyridin-4-one-3-carboxamide

3'-(8-Methyl-4-oxo-7-trifluoromethyl-4,5-dihydro-3H-benzo[b][1,4]diazepin-2-yl)-biphenyl-4-sulfonic acid amide

4-[7-(4-piperidinyloxy)-6-isoquinolinyl]benzenesulfonamide

Refernces

• 1、 -. "NAPHTHYRIDINE DERIVATIVES AS PRC2 INHIBITORS". Paragraph 0373-0374. . Retrieved 2020/11/03.
• 2、 -. "PRC2 INHIBITORS". Paragraph 0321; 0323-0324. . Retrieved 2019/08/26.