N-(2-bromoethyl)-4-methylbenzenesulfonamide

Base Information

• Chemical Name: N-(2-bromoethyl)-4-methylbenzenesulfonamide
• CAS No.: 4556-90-5
• Molecular Formula: C9H12BrNO2S
• Molecular Weight: 278.17
• DSSTox Substance ID: DTXSID00404968
• Wikidata: Q82209333
• Mol file: 4556-90-5.mol

Synonyms:N-(2-bromoethyl)-4-methylbenzenesulfonamide;4556-90-5;SCHEMBL6354094;DTXSID00404968;AKOS005597414;N-(2-BROMOETHYL)-4-METHYLBENZENE-1-SULFONAMIDE

Chemical Property of N-(2-bromoethyl)-4-methylbenzenesulfonamide

Chemical Property:

• XLogP3: 2
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 4
• Exact Mass: 276.97721
• Heavy Atom Count: 14
• Complexity: 253

Purity/Quality:

95% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=CC=C(C=C1)S(=O)(=O)NCCBr

Technology Process of N-(2-bromoethyl)-4-methylbenzenesulfonamide

There total 9 articles about N-(2-bromoethyl)-4-methylbenzenesulfonamide 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: 98.0%

N-(2-bromo-2-(trimethylsilyl)ethyl)-4-methylbenzenesulfonamide → N-(2-bromo-ethyl)-4-methyl-benzenesulfonamide (4556-90-5)

Guidance literature:

With potassium tert-butylate; In tetrahydrofuran; at 20 ℃; for 3h;

DOI:10.1039/c9ob01689a

Reference yield: 93.0%

2-bromoethylamine hydrobromide (2576-47-8) + p-toluenesulfonyl chloride (98-59-9) → N-(2-bromo-ethyl)-4-methyl-benzenesulfonamide (4556-90-5)

Guidance literature:

With triethylamine; In dichloromethane; at 0 ℃; for 0.833333h;

DOI:10.1021/acs.organomet.0c00129

Reference yield: 73.0%

N-(2-hydroxy-ethyl)-4-methyl-benzenesulfonamide (14316-14-4) → N-(2-bromo-ethyl)-4-methyl-benzenesulfonamide (4556-90-5)

Guidance literature:

With carbon tetrabromide; triphenylphosphine; In dichloromethane; at 0 - 25 ℃; for 24h;

DOI:10.1002/anie.201812925

upstream raw materials:

N-(2-hydroxy-ethyl)-4-methyl-benzenesulfonamide

2-bromoethylamine hydrochloride

p-toluenesulfonyl chloride

ethene

Downstream raw materials:

N-[2-(1,3-dioxoisoindolin-2-yl)ethyl]-4-methylbenzenesulfonamide

N-(p-toluenesulfonyl)aziridine

N³-benzyl-N¹,N⁵-ditosyl-3-aza-1,5-pentanediamine

N-(2-bromoethyl)-N-nitroso-4-methylbenzenesulfonamide

Refernces

• 1、 -. "N-(2-ethylamine) benzenesulfonamide cordycepin derivative as well as preparation method and application thereof". Paragraph 0024; 0025. . Retrieved 2020/01/25.
• 2、 Astakhova, Vera V.,Moskalik, Mikhail Yu.,Shainyan, Bagrat A.. "Solvent interception, heterocyclization and desilylation upon NBS-induced sulfamidation of trimethyl(vinyl)silane". . p. 7927 - 7937. Retrieved 2019/09/06.