N-(2-aminoethyl)-4-bromobenzenesulfonamide

Base Information

• Chemical Name: N-(2-aminoethyl)-4-bromobenzenesulfonamide
• CAS No.: 90002-56-5
• Molecular Formula: C8H11BrN2O2S
• Molecular Weight: 279.158
• Hs Code.: 2935009090
• DSSTox Substance ID: DTXSID60428428
• Wikidata: Q82241257
• Mol file: 90002-56-5.mol

Synonyms:90002-56-5;N-(2-aminoethyl)-4-bromobenzenesulfonamide;N-(2-Aminoethyl) 4-bromobenzenesulfonamide;N-(2-AMINOETHYL)-4-BROMOBENZENE-1-SULFONAMIDE;1839783-00-4;N-(2-Aminoethyl)-4-bromobenzenesulphonamide;SCHEMBL15145875;DTXSID60428428;MFCD06659916;AKOS000166925;AB26626;BS-29671;CS-0211033;EN300-7379716;Z317256510

Chemical Property of N-(2-aminoethyl)-4-bromobenzenesulfonamide

Chemical Property:

• Vapor Pressure: 1.91E-06mmHg at 25°C
• Melting Point: 112-114 °C
• Boiling Point: 394.9 °C at 760 mmHg
• PKA: 11.18±0.10(Predicted)
• Flash Point: 192.6 °C
• PSA: 80.57000
• Density: 1.582 g/cm³
• LogP: 2.85810
• Storage Temp.: 2-8°C
• XLogP3: 0.6
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 4
• Exact Mass: 277.97246
• Heavy Atom Count: 14
• Complexity: 255

Purity/Quality:

98%min ^*data from raw suppliers

N-(2-Aminoethyl)4-Bromobenzenesulfonamide ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC(=CC=C1S(=O)(=O)NCCN)Br

Technology Process of N-(2-aminoethyl)-4-bromobenzenesulfonamide

There total 3 articles about N-(2-aminoethyl)-4-bromobenzenesulfonamide 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: 89.0%

ethylenediamine (107-15-3,85404-18-8) + 4-bromobenzenesulfonyl chloride (98-58-8) → N-(2-aminoethyl)-4-bromobenzenesulfonamide (90002-56-5)

Guidance literature:

With triethylamine; In dichloromethane; at 0 - 20 ℃; for 14h;

DOI:10.1021/acs.orglett.6b02344

Reference yield:

2-bromoethylamine hydrobromide (2576-47-8) + 4-bromobenzenesulfonyl chloride (98-58-8) → N-(2-aminoethyl)-4-bromobenzenesulfonamide (90002-56-5)

Guidance literature:

With sodium hydrogencarbonate; In tetrahydrofuran; water; at 55 - 60 ℃; for 6h;

Reference yield:

4-bromobenzenesulfonyl chloride (98-58-8) → N-(2-aminoethyl)-4-bromobenzenesulfonamide (90002-56-5)

Guidance literature:

Multi-step reaction with 2 steps

1: N-ethyl-N,N-diisopropylamine / dichloromethane / 0 °C

2: palladium on activated charcoal; hydrogen / methanol / 2 h / 20 °C

With palladium on activated charcoal; hydrogen; N-ethyl-N,N-diisopropylamine; In methanol; dichloromethane;

DOI:10.1016/j.bioorg.2021.105424

upstream raw materials:

ethylenediamine

4-bromobenzenesulfonyl chloride

2-bromoethylamine hydrobromide

Refernces

• 1、 Abdel-Maksoud, Mohammed S.,Ali, Eslam M. H.,Ammar, Usama M.,Ho Yoo, Kyung,Mersal, Karim I.,Oh, Chang-Hyun. "Structural optimization of imidazothiazole derivatives affords a new promising series as B-Raf V600E inhibitors; synthesis, in vitro assay and in silico screening". . . Retrieved 2020/05/29.
• 2、 -. "N-(2-ethylamine) benzenesulfonamide cordycepin derivative as well as preparation method and application thereof". Paragraph 0030; 0031. . Retrieved 2020/01/25.