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

Base Information

• Chemical Name: N,3-Dimethyl-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzenesulfonamide
• CAS No.: 1152274-54-8
• Molecular Formula: C14H22BNO4S
• Molecular Weight: 311.21
• Hs Code.: 2935009090
• DSSTox Substance ID: DTXSID60682285
• Wikidata: Q82606602
• Mol file: 1152274-54-8.mol

Synonyms:1152274-54-8;N,3-Dimethyl-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzenesulfonamide;2-Methyl-4-(N-methylsulfamoyl)phenylboronic acid, pinacol ester;N,3-Dimethyl-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzene-1-sulfonamide;C14H22BNO4S;SCHEMBL2922975;DTXSID60682285;PFEPMCOWYYWTNT-UHFFFAOYSA-N;CWB27454;MFCD17926512;AKOS015999441;BS-19461;CS-0175826;F74933;A893917;A1-13234;2-methyl-4-(N-methylsulfamoyl)phenylboronic acid pinacol ester;2-Methyl-4-(N-methylsulfamoyl)phenylboronic acid,pinacol ester;3,N-Dimethyl-4-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)-benzenesulfonamide

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

Chemical Property:

• PSA: 73.01000
• LogP: 2.67400
• Storage Temp.: Refrigerated.
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 3
• Exact Mass: 311.1362595
• Heavy Atom Count: 21
• Complexity: 470

Purity/Quality:

97% ^*data from raw suppliers

2-Methyl-4-(N-methylsulfamoyl)phenylboronicAcidPinacolEster ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: B1(OC(C(O1)(C)C)(C)C)C2=C(C=C(C=C2)S(=O)(=O)NC)C
• Uses: 2-Methyl-4-(N-methylsulfamoyl)phenylboronic Acid Pinacol Ester is used as a reactant in the preparation of azaindole derivatives as potent Orai inhibitors.

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

There total 2 articles about N,3-Dimethyl-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: 32.0%

4-bromo-N,3-dimethylbenzenesulfonamide (923148-87-2) + bis(pinacol)diborane (73183-34-3) → N,3-Dimethyl-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzenesulfonamide (1152274-54-8)

Guidance literature:

With potassium acetate; (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; In N,N-dimethyl-formamide; at 80 ℃;

Reference yield:

4-bromo-3-methylbenzenesulfonyl chloride (72256-93-0) → N,3-Dimethyl-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzenesulfonamide (1152274-54-8)

Guidance literature:

Multi-step reaction with 2 steps

1: N-ethyl-N,N-diisopropylamine / methanol; N,N-dimethyl-formamide

2: potassium acetate / (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride / N,N-dimethyl-formamide / 80 °C

With potassium acetate; N-ethyl-N,N-diisopropylamine; (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; In methanol; N,N-dimethyl-formamide;

upstream raw materials:

4-bromo-N,3-dimethylbenzenesulfonamide

bis(pinacol)diborane

4-bromo-3-methylbenzenesulfonyl chloride