2-Bromo-N-isopropylbenzenesulfonamide

Base Information

• Chemical Name: 2-Bromo-N-isopropylbenzenesulfonamide
• CAS No.: 951883-94-6
• Molecular Formula: C9H12 Br N O2 S
• Molecular Weight: 278.17
• Hs Code.: 2935009090
• DSSTox Substance ID: DTXSID80428965
• Mol file: 951883-94-6.mol

Synonyms:2-Bromo-N-isopropylbenzenesulfonamide;951883-94-6;2-bromo-N-propan-2-ylbenzenesulfonamide;2-Bromo-N-isopropylbenzenesulphonamide;2-bromo-N-isopropyl-benzenesulfonamide;Benzenesulfonamide, 2-bromo-N-(1-methylethyl)-;SCHEMBL17310031;DTXSID80428965;KUC101869N;BNB88394;MFCD09800949;AKOS008939186;BS-22867;AM20080616;CS-0211561;FT-0736712;A845213

Chemical Property of 2-Bromo-N-isopropylbenzenesulfonamide

Chemical Property:

• Vapor Pressure: 0mmHg at 25°C
• Refractive Index: 1.554
• Boiling Point: 358.145°C at 760 mmHg
• Flash Point: 170.4°C
• PSA: 54.55000
• Density: 1.467g/cm³
• LogP: 3.60750
• Storage Temp.: 2-8°C
• XLogP3: 2.4
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 3
• Exact Mass: 276.97721
• Heavy Atom Count: 14
• Complexity: 271

Purity/Quality:

95-99% ^*data from raw suppliers

2-Bromo-N-isopropylbenzenesulfonamide ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C)NS(=O)(=O)C1=CC=CC=C1Br

Technology Process of 2-Bromo-N-isopropylbenzenesulfonamide

There total 2 articles about 2-Bromo-N-isopropylbenzenesulfonamide 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: 87.0%

o-bromobenzenesulfonyl chloride (2905-25-1) + isopropylamine (75-31-0) → 2-bromo-N-(1-methylethyl)benzenesulfonamide (951883-94-6)

Guidance literature:

With triethylamine; In dichloromethane; at 0 ℃;

DOI:10.1021/acs.orglett.1c02128

Reference yield:

2-bromobenzoic acid chloride (7154-66-7) + isopropylamine (75-31-0) → 2-bromo-N-(1-methylethyl)benzenesulfonamide (951883-94-6)

Guidance literature:

With triethylamine; In dichloromethane; at 20 ℃; for 2h;

DOI:10.1002/adsc.201200212

Reference yield: 93.0%

2-bromo-N-(1-methylethyl)benzenesulfonamide (951883-94-6) + 4-methoxyphenylboronic acid (5720-07-0) → N-isopropyl-4'-methoxy-[1,1'-biphenyl]-2-sulfonamide

Guidance literature:

With tetrakis(triphenylphosphine) palladium⁽⁰⁾; potassium carbonate; In ethanol; water; toluene; Reflux; Inert atmosphere;

DOI:10.1021/acs.orglett.1c02128

upstream raw materials:

o-bromobenzenesulfonyl chloride

isopropylamine

2-bromobenzoic acid chloride

Downstream raw materials:

tert-butyl (2-bromophenyl)sulfonyl(isopropyl)carbamate

Refernces

• 1、 Liu, Bifu,Li, Yibiao,Jiang, Huanfeng,Yin, Meizhou,Huang, Huawen. "Palladium-catalyzed C-C coupling of aryl halides with isocyanides: An alternative method for the stereoselective synthesis of (3E)-(Imino)isoindolin- 1-ones and (3E)-(imino)thiaisoindoline 1,1-dioxides". . p. 2288 - 2300. Retrieved 2012/11/07.
• 2、 -. "PHENETHANOLAMINE DERIVATIVES FOR THE TREATMENT OF RESPIRATORY DISEASES". Page 44-45. . Retrieved 2010/02/06.