N,N'-Ditosylethylenediamine

Base Information

• Chemical Name: N,N'-Ditosylethylenediamine
• CAS No.: 4403-78-5
• Molecular Formula: C16H20N2O4S2
• Molecular Weight: 368.478
• Hs Code.: 2935009090
• NSC Number: 25018
• DSSTox Substance ID: DTXSID30196021
• Nikkaji Number: J316.811E
• Wikidata: Q83069106
• ChEMBL ID: CHEMBL1724150
• Mol file: 4403-78-5.mol

Synonyms:4403-78-5;N,N'-Ditosylethylenediamine;N,N'-Bis(toluenesulfonyl)-1,2-ethylenediamine;N,N'-(Ethane-1,2-diyl)bis(4-methylbenzenesulfonamide);4-methyl-N-[2-[(4-methylphenyl)sulfonylamino]ethyl]benzenesulfonamide;N,N'-Di-p-tosylethylenediamine;p-Toluenesulfonamide, N,N'-ethylenebis-;N,N'-BIS(ETHYLENE)-P-TOLUENESULFONAMIDE;N,N'-Ethylenedi-p-toluenesulfonamide;N,N'-Ethylenebis-p-toluenesulfonamide;BRN 2399549;benzenesulfonamide, n,n'-1,2-ethanediylbis[4-methyl-;AI3-30882;MLS001195172;Benzenesulfonamide, N,N'-(1,2-ethanediyl)bis(4-methyl-;SMR000554460;4-methyl-N-(2-{[(4-methylphenyl)sulfonyl]amino}ethyl)benzenesulfonamide;3-11-00-00292 (Beilstein Handbook Reference);Benzenesulfonamide, N,N'-1,2-ethanediylbis(4-methyl-;4-Methyl-N-{2-[(4-methylbenzene)sulfonamido]-ethyl}benzene-1-sulfonamide;NSC25018;1,2-Bis(tosylamino)ethane;CBDivE_002943;N,N/'-Ditosylethylenediamine;cid_95237;MLS003675154;N,N'-ditosyl ethylene diamine;SCHEMBL5567042;CHEMBL1724150;BDBM73954;DTXSID30196021;HMS2858G05;MFCD00025993;NSC 25018;NSC-25018;STK292473;N,N-Ethylenebis(p-toluenesulfonamide);AKOS001586363;SS-4798;p-Toluenesulfonamide, N,N'-ethylenedi-;NCGC00245805-01;AM803915;LS-154136;1,4-bis(p-toluenesulfonyl)-1,4-diazabutane;CS-0039048;FT-0713706;AB00173731-07;SR-01000390015;4-methyl-N-[2-(tosylamino)ethyl]benzenesulfonamide;N,N'-1,2-Ethanediylbis(4-methylbenzenesulfonamide);SR-01000390015-1;N,N'-ethane-1,2-diylbis(4-methylbenzenesulfonamide);4-methyl-N-{2-[(4-methylbenzene)sulfonamido]ethyl}benzene-1-sulfonamide

Chemical Property of N,N'-Ditosylethylenediamine

Chemical Property:

• Boiling Point: 549.934 °C at 760 mmHg
• Flash Point: 286.39 °C
• PSA: 109.10000
• Density: 1.297 g/cm³
• LogP: 4.50360
• Storage Temp.: 2-8°C
• XLogP3: 2.3
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 7
• Exact Mass: 368.08644947
• Heavy Atom Count: 24
• Complexity: 523

Purity/Quality:

99% ^*data from raw suppliers

N,N''-di-p-Tosylethylenediamine ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=CC=C(C=C1)S(=O)(=O)NCCNS(=O)(=O)C2=CC=C(C=C2)C
• Uses: N,N''-di-p-Tosylethylenediamine is a reactant in the synthesis of cyclohexane-1,2-bis(sulfonamide) .

Technology Process of N,N'-Ditosylethylenediamine

There total 12 articles about N,N'-Ditosylethylenediamine 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: 100.0%

ethylenediamine (107-15-3,85404-18-8) + p-toluenesulfonyl chloride (98-59-9) → ditosylethylenediamine (4403-78-5)

Guidance literature:

In pyridine; at 20 ℃;

DOI:10.1021/ja078163b

Reference yield: 97.0%

1,2-diaminoethane dihydrochloride (333-18-6) + p-toluenesulfonyl chloride (98-59-9) → ditosylethylenediamine (4403-78-5)

Guidance literature:

With pyridine; Reflux;

DOI:10.1021/ja5101036

Reference yield: 80.0%

N,N'-bis(trimethylsilyl)ethylenediamine (1821-99-4) + p-toluenesulfonyl chloride (98-59-9) → ditosylethylenediamine (4403-78-5)

Guidance literature:

With triethylamine; Heating;

upstream raw materials:

toluene-4-sulfonamide

ethylene dibromide

ethylenediamine

p-toluenesulfonyl chloride

Downstream raw materials:

N,N'-bis((4-methylphenyl)sulfonyl)-2-vinylpiperazine

2-bromo-1,3-ditosyl-1,3,2-diazaborolidine

2-chloro-1,3-bis(toluenesulfonyl)-1,3,2-diazaborolidine

Refernces

• 1、 Bénard, Fran?ois,Causey, Patrick,Gao, Feng,Gendron, Denise,Perron, Randy,Radchenko, Valery,Robertson, Andrew,Rodriguez-Rodriguez, Cristina,Schaffer, Paul,Yang, Hua,Yuan, Zheliang,Zhang, Chengcheng. "Synthesis and Evaluation of a Macrocyclic Actinium-225 Chelator, Quality Control and In Vivo Evaluation of 225Ac-crown-αMSH Peptide". . . Retrieved 2020.
• 2、 Zhao, Jianhong,Wang, Dingding,Yang, Wu-Lin,Niu, Jinming,Wu, Weiting. "Unconventional Synthetic Process of Fasudil Hydrochloride: Costly Homopiperazine Was Avoided". . p. 91 - 96. Retrieved 2021/12/06.