N,N'-Ethylenebisbenzenesulfonamide

Base Information

• Chemical Name: N,N'-Ethylenebisbenzenesulfonamide
• CAS No.: 4392-52-3
• Molecular Formula: C14H16N2O4S2
• Molecular Weight: 340.424
• European Community (EC) Number: 636-945-6
• NSC Number: 2294
• DSSTox Substance ID: DTXSID80195988
• Nikkaji Number: J1.510.653K
• Wikidata: Q83069068
• ChEMBL ID: CHEMBL1531541
• Mol file: 4392-52-3.mol

Synonyms:N,N'-Ethylenebisbenzenesulfonamide;4392-52-3;N-[2-(benzenesulfonamido)ethyl]benzenesulfonamide;1,2-Dibenzenesulfoamidoethane;Benzenesulfonamide, N,N'-ethylenebis-;BRN 2172365;AI3-30868;Benzenesulfonamide, N,N'-1,2-ethanediylbis-;3-11-00-00076 (Beilstein Handbook Reference);C14H16N2O4S2;N,N'-ethane-1,2-diyldibenzenesulfonamide;NSC2294;CBMicro_015327;Cambridge id 5302918;MLS000105613;SCHEMBL8349568;CHEMBL1531541;DTXSID80195988;HMS2396P09;NSC 2294;NSC-2294;N,N'-Ethylenebis(benzenesulfonamide);STK239292;AKOS000519967;C14-H16-N2-O4-S2;LS-31580;SMR000102591;BIM-0015058.P001;N,N'-(Ethane-1,2-diyl)dibenzenesulfonamide;1,2-BIS[(PHENYLSULFONYL)AMINO]ETHANE;SR-01000499356;N-{2-[(phenylsulfonyl)amino]ethyl}benzenesulfonamide;SR-01000499356-1;Z56116516;N~1~-{2-[(phenylsulfonyl)amino]ethyl}-1-benzenesulfonamide

Chemical Property of N,N'-Ethylenebisbenzenesulfonamide

Chemical Property:

• Boiling Point: 537.4 °C at 760 mmHg
• Flash Point: 278.8 °C
• PSA: 109.10000
• Density: 1.353 g/cm³
• LogP: 3.88680
• XLogP3: 1.5
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 7
• Exact Mass: 340.05514934
• Heavy Atom Count: 22
• Complexity: 472

Purity/Quality:

99% ^*data from raw suppliers

N,N'-ETHYLENEBISBENZENESULFONAMIDE 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C(C=C1)S(=O)(=O)NCCNS(=O)(=O)C2=CC=CC=C2

Technology Process of N,N'-Ethylenebisbenzenesulfonamide

There total 7 articles about N,N'-Ethylenebisbenzenesulfonamide 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: 88.0%

ethylenediamine (107-15-3,85404-18-8) + benzenesulfonyl chloride (98-09-9) → N,N'-bis(phenylsulfonyl)ethylenediamine (4392-52-3)

Guidance literature:

at 90 ℃; for 0.5h;

DOI:10.1080/10426500601013232

Reference yield: 84.5%

ethylenediamine (107-15-3,85404-18-8) → N,N'-bis(phenylsulfonyl)ethylenediamine (4392-52-3) + N-(2-aminoethyl)benzenesulfonamide (42988-32-9)

Guidance literature:

In tetrahydrofuran; at 25 ℃; for 14h; Inert atmosphere;

DOI:10.1021/cc900162w

Reference yield: 81.0%

sodium benzenesulfonate (873-55-2) + ethylenediamine (107-15-3,85404-18-8) → N,N'-bis(phenylsulfonyl)ethylenediamine (4392-52-3)

Guidance literature:

With sodium hypochlorite; In water; Ambient temperature;

DOI:10.1021/jo00338a005

upstream raw materials:

ethylenediamine

benzenesulfonyl chloride

benzenesulfonamide

ethylene dibromide

Downstream raw materials:

N,N'-(ethane-1,2-diyl)-bis(N-ethylbenzenesulfonamide)

1,4-bis(phenylsulfonyl)piperazine

N,N'-Di(phenylsulphonyl)hexahydro-1,4-diazepin

N,N'-(ethane-1,2-diyl)bis(N-methylbenzenesulfonamide)

Refernces

• 1、 Montgomery, Thomas D.,Rawal, Viresh H.. "Palladium-Catalyzed Modular Synthesis of Substituted Piperazines and Related Nitrogen Heterocycles". supporting information. p. 740 - 743. Retrieved 2016/03/01.
• 2、 Alyar, Saliha,?zbek, Neslihan,Kuzuk?ran, Ku?bra,Karacan, Nurcan. "Quantitative structure-activity relationships studies for prediction of antimicrobial activity of synthesized disulfonamide derivatives". experimental part. p. 175 - 183. Retrieved 2012/02/04.