N-(2-Aminoethyl)-4-methylbenzenesulfonamide

Base Information

• Chemical Name: N-(2-Aminoethyl)-4-methylbenzenesulfonamide
• CAS No.: 14316-16-6
• Molecular Formula: C9H14 N2 O2 S
• Molecular Weight: 214.288
• Hs Code.: 2935009090
• European Community (EC) Number: 626-866-5
• NSC Number: 177937
• DSSTox Substance ID: DTXSID40306614
• Nikkaji Number: J1.024.640G
• Wikidata: Q82053787
• Mol file: 14316-16-6.mol

Synonyms:N-(2-Aminoethyl)-4-methylbenzenesulfonamide;14316-16-6;n-tosylethylenediamine;n-(p-toluenesulfonyl)ethylene diamine;N-(p-Toluenesulfonyl)-ethylene diamine;tosene;NSC177937;N-(2-Aminoethyl)-p-toluenesulfonamide;NSC 177937;N-tosyl-ethylenediamine;EC-000.1368;N-(2-aminoethyl)-4-methylbenzene-1-sulfonamide;Oprea1_470607;N-Tosylethylenediamine, 97%;SCHEMBL1460880;DTXSID40306614;N-(p-Toluenesulfonyl)ethylenediamine;BBL018646;MFCD00089604;STK257462;AKOS000199267;CS-W014926;FS-4438;NSC-177937;SB79460;UPCMLD0ENAT5988936:001;FT-0675324;EN300-57562;N-(2-aminoethyl)-4-methylbenzene sulfonamide;D77773;J-007753

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

Chemical Property:

• Vapor Pressure: 1.85E-05mmHg at 25°C
• Melting Point: 122-126 °C
• Boiling Point: 363.1°Cat760mmHg
• PKA: 11.24±0.10(Predicted)
• Flash Point: 173.4°C
• PSA: 80.57000
• Density: 1.214g/cm³
• LogP: 2.40400
• Storage Temp.: Keep in dark place,Inert atmosphere,Room temperature
• XLogP3: 0.3
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 4
• Exact Mass: 214.07759887
• Heavy Atom Count: 14
• Complexity: 251

Purity/Quality:

98%,99%, ^*data from raw suppliers

Safty Information:

• Hazard Codes: Xn
• Statements: 22-36/37/38
• Safety Statements: 26

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: CC1=CC=C(C=C1)S(=O)(=O)NCCN
• Uses: N-(2-aminoethyl)-4-methyl-benzenesulfonamide is used in the synthesis of N-(2-tosylamidoethyl)monoazacrown ethers.

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

There total 12 articles about N-(2-Aminoethyl)-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: 95.0%

ethylenediamine (107-15-3,85404-18-8) + p-toluenesulfonyl chloride (98-59-9) → N-tosylethylenediamine (14316-16-6)

Guidance literature:

With zinc oxide-nanoparticle; at 50 ℃; for 1h; chemoselective reaction; Neat (no solvent);

DOI:10.1016/j.molcata.2011.09.010

Reference yield: 94.0%

N-(2-azidoethyl)-4-methylbenzenesulfonamide (261912-63-4) → N-tosylethylenediamine (14316-16-6)

Guidance literature:

With hydrogen; palladium on activated charcoal; In methanol; at 20 ℃; for 20h;

DOI:10.1021/jo9913816

Reference yield: 94.0%

N-(p-toluenesulfonyl)aziridine (3634-89-7) → N-tosylethylenediamine (14316-16-6)

Guidance literature:

With ammonia; In ethanol; at 18 - 25 ℃; for 5h;

upstream raw materials:

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

N-(p-toluenesulfonyl)aziridine

ethylenediamine

p-toluenesulfonyl chloride

Downstream raw materials:

N¹,N⁵-ditosyl-3-azapentane-1,5-diamine

1-N-cyanoethyl-4-N'-tosyl-ethylenediamine

N-2-(2-bromoethoxy)benzalo-N'-tosylethylenediamine

N-2-(2-chloroethoxy)benzalo-N'-tosylethylenediamine

Refernces

Synthesis and crystal structures of two novel complexes with N-[2-(5-bromo-2-hydroxybenzylideneamino)ethyl]- 4-methylbenzenesulfonamide as ligand

10.1007/s10870-010-9825-4

This research presents the synthesis and crystal structures of two novel complexes, [Cu(HL)2] (1) and [CuL(H2O)] (2), utilizing the sulfonamide Schiff base ligand H2L, N-[2-(5-bromo-2-hydroxybenzylideneamino)ethyl]-4-methylbenzenesulfonamide. The purpose of the study was to contribute to the field of coordination chemistry and explore the potential applications in biological and catalytic domains. The researchers synthesized the complexes and characterized them using X-ray single-crystal diffraction, elemental analysis, FT-IR, and UV-Vis measurements. They found that both complexes formed 1-D supramolecular architectures through π-π stacking interactions and crystallized in monoclinic systems with different space groups. The chemicals used in the synthesis process included ethylenediamine, Cu(NO3)2·3H2O, 5-bromosalicylaldehyde, N-tosyl-ethylenediamine, and Cu(ClO4)2·6H2O. The conclusions highlighted the impact of the electron-withdrawing bromine atom in the ligand on the coordination geometry and the resulting supramolecular structures, which differed from similar complexes without the bromine substitution.