N-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyltolylsulfonamide

Base Information

• Chemical Name: N-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyltolylsulfonamide
• CAS No.: 674776-54-6
• Molecular Formula: C₁₉H₂₄BNO₄S
• Molecular Weight: 373.281
• Hs Code.: 2935009090
• European Community (EC) Number: 627-779-5
• DSSTox Substance ID: DTXSID80584515
• Wikidata: Q82476184
• Mol file: 674776-54-6.mol

Synonyms:674776-54-6;N-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyltolylsulfonamide;4-(TOLUENE-4-SULFONYLAMINO)PHENYLBORONIC ACID, PINACOL ESTER;4-Methyl-N-[4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl]benzenesulfonamide;4-METHYL-N-(4-(4,4,5,5-TETRAMETHYL-1,3,2-DIOXABOROLAN-2-YL)PHENYL)BENZENESULFONAMIDE;4-Methyl-N-[4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl]benzene-1-sulfonamide;SCHEMBL4909467;4-(p-Toluenesulfonylamino)phenylboronic acid pinacol ester;DTXSID80584515;RLVWYHYMSBRBKK-UHFFFAOYSA-N;MFCD05663861;AKOS015960189;AB21965;4-Methyl-N-[4-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)phenyl]benzenesulfonamide;N-[4-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl]-p-toluenesulfonamide;AS-72759;D93260;N-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyltolylsulfonamide, 97%

Chemical Property of N-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyltolylsulfonamide

Chemical Property:

• Vapor Pressure: 0mmHg at 25°C
• Refractive Index: 1.574
• Boiling Point: 502.401°C at 760 mmHg
• Flash Point: 257.643°C
• PSA: 73.01000
• Density: 1.216g/cm³
• LogP: 4.24880
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 4
• Exact Mass: 373.1519096
• Heavy Atom Count: 26
• Complexity: 569

Purity/Quality:

99% ^*data from raw suppliers

N-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyltolylsulfonamide 97% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: B1(OC(C(O1)(C)C)(C)C)C2=CC=C(C=C2)NS(=O)(=O)C3=CC=C(C=C3)C

Technology Process of N-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyltolylsulfonamide

There total 3 articles about N-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyltolylsulfonamide 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: 82.0%

N-tosyl-4-iodoaniline (158268-30-5) + bis(pinacol)diborane (73183-34-3) → 4-methyl-N-[4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl]benzenesulfonamide (674776-54-6)

Guidance literature:

With pyridine; C₅₀H₄₄CuN₄OP₂⁽¹⁺⁾*F₆P^(1-); N-ethyl-N,N-diisopropylamine; In water; acetonitrile; at 20 ℃; for 12h; Inert atmosphere; Irradiation;

DOI:10.1002/chem.201806345

Reference yield: 69.0%

p-toluenesulfonyl chloride (98-59-9) + 4-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)aniline (214360-73-3) → 4-methyl-N-[4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl]benzenesulfonamide (674776-54-6)

Guidance literature:

In pyridine; at 50 ℃; for 21.5h;

Reference yield:

toluene-4-sulfonamide (70-55-3) + 2-(4-iodophenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane (73852-88-7) → 4-methyl-N-[4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl]benzenesulfonamide (674776-54-6)

Guidance literature:

With 2,6-di-tert-butyl-pyridine; chloro[di(1-adamantyl)-2-dimethylaminophenylphosphine]gold(I); silver trifluoromethanesulfonate; In methanol; 1,2-dichloro-benzene; at 75 ℃; for 2h; Glovebox; Schlenk technique; Inert atmosphere;

DOI:10.1039/c9cc07666b

upstream raw materials:

p-toluenesulfonyl chloride

4-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)aniline

N-tosyl-4-iodoaniline

bis(pinacol)diborane