2-bromo-N,N-dimethylbenzenesulfonamide

Base Information

• Chemical Name: 2-bromo-N,N-dimethylbenzenesulfonamide
• CAS No.: 65000-13-7
• Molecular Formula: C8H10BrNO2S
• Molecular Weight: 264.143
• Hs Code.: 2935009090
• DSSTox Substance ID: DTXSID10585954
• Mol file: 65000-13-7.mol

Synonyms:65000-13-7;2-bromo-N,N-dimethylbenzenesulfonamide;N,N-Dimethyl 2-bromobenzenesulfonamide;2-Bromo-N,N-dimethylbenzenesulphonamide;2-Bromo-N,N-dimethyl-benzenesulfonamide;2-BROMO-N,N-DIMETHYLBENZENE-1-SULFONAMIDE;2-BROMO-N,N DIMETHYLBENZENESULFONAMIDE;N,N-Dimethyl-2-bromobenzenesulfonamide;SCHEMBL4518646;DTXSID10585954;OGYMDBJRCOBHEY-UHFFFAOYSA-N;Fmoc-beta-(S)-4-fluorophenylalanine;MFCD07368229;AKOS008680354;AB31947;PS-5961;CS-0205525;F80028;2-bromo-N,N dimethylbenzenesulfonamide, AldrichCPR;A834938

Chemical Property of 2-bromo-N,N-dimethylbenzenesulfonamide

Chemical Property:

• Vapor Pressure: 9.24E-05mmHg at 25°C
• Refractive Index: 1.573
• Boiling Point: 339.4 °C at 760 mmHg
• Flash Point: 159 °C
• PSA: 45.76000
• Density: 1.543 g/cm³
• LogP: 2.78020
• Storage Temp.: 2-8°C
• XLogP3: 1.8
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 2
• Exact Mass: 262.96156
• Heavy Atom Count: 13
• Complexity: 258

Purity/Quality:

98%min ^*data from raw suppliers

N,N-Dimethyl2-bromobenzenesulfonamide ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of 2-bromo-N,N-dimethylbenzenesulfonamide

There total 8 articles about 2-bromo-N,N-dimethylbenzenesulfonamide 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: 92.0%

o-bromobenzenesulfonyl chloride (2905-25-1) + dimethyl amine (124-40-3) → 2-bromo-N,N-dimethylbenzenesulfonamide (65000-13-7)

Guidance literature:

In tetrahydrofuran; at 0 - 20 ℃; for 6h;

DOI:10.1021/acs.orglett.6b03730

Reference yield: 92.0%

2-bromobenzene-1-sulfonamide (92748-09-9) + methyl iodide (74-88-4) → 2-bromo-N,N-dimethylbenzenesulfonamide (65000-13-7)

Guidance literature:

2-bromobenzene-1-sulfonamide; With potassium carbonate; caesium carbonate; In N,N-dimethyl-formamide; for 0.5h;

methyl iodide; In N,N-dimethyl-formamide; at 20 ℃; for 1h;

DOI:10.1021/om101129b

Reference yield: 77.0%

o-bromobenzenesulfonyl chloride (2905-25-1) + trimethylamine (75-50-3) → 2-bromo-N,N-dimethylbenzenesulfonamide (65000-13-7)

Guidance literature:

With sodium sulfate; In water; at 20 ℃; for 3.2h; Electrochemical reaction;

DOI:10.1039/c7gc03141f

upstream raw materials:

o-bromobenzenesulfonyl chloride

dimethyl amine

2-bromobenzene-1-sulfonamide

methyl iodide

Downstream raw materials:

o-ethenyl-N,N-dimethylbenzenesulfonamide

2-(2-{difluoro[4-(trifluoromethyl)phenoxy]methyl}-1H-benzimidazol-5-yl)-N,N-dimethylbenzenesulfonamide

[(C₆H₄S(O)2NMe₂)Pd(bromide)(PCy₃)2]

Refernces

• 1、 Sheykhan,Khani,Abbasnia,Shaabanzadeh,Joafshan. "An approach to C-N activation: Coupling of arenesulfonyl hydrazides and arenesulfonyl chlorides with: Tert -amines via a metal-, oxidant- and halogen-free anodic oxidation". supporting information. p. 5940 - 5948. Retrieved 2017/12/26.
• 2、 Rousseaux, Sophie,Gorelsky, Serge I.,Chung, Benjamin K. W.,Fagnou, Keith. "Investigation of the mechanism of C(sp3)-H bond cleavage in Pd(0)-catalyzed intramolecular alkane arylation adjacent to amides and sulfonamides". supporting information; scheme or table. p. 10692 - 10705. Retrieved 2010/11/05.