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

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

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

2-{2-Hydroxy-3-[2-(toluene-4-sulfonylamino)-ethylamino]-propoxy}-benzoic acid methyl ester

Refernces

• 1、 Ammar, Usama M.,Abdel-Maksoud, Mohammed S.,Mersal, Karim I.,Ali, Eslam M.H.,Yoo, Kyung Ho,Choi, Hong Seok,Lee, Jae Kyun,Cha, Sun Young,Oh, Chang-Hyun. "Modification of imidazothiazole derivatives gives promising activity in B-Raf kinase enzyme inhibition; synthesis, in vitro studies and molecular docking". . . Retrieved 2020.
• 2、 Del Solar, Virginia,Qui?ones-Lombra?a, Adolfo,Cabrera, Silvia,Padrón, José M.,Ríos-Luci, Carla,Alvarez-Valdés, Amparo,Navarro-Ranninger, Carmen,Alemán, José. "Expanding the synthesis of new trans-sulfonamide platinum complexes: Cytotoxicity, SAR, fluorescent cell assays and stability studies". . p. 128 - 140. Retrieved 2013.
• 3、 Xu, An,Tang, Yonghe,Lin, Weiying. "Endoplasmic reticulum-targeted two-photon turn-on fluorescent probe for nitroreductase in tumor cells and tissues". . p. 770 - 776. Retrieved 2018.
• 4、 Gataulina,Kutyrev,Maksimov,Ernandes,Kutyreva. "Synthesis and Complexing Properties of p-Toluensulfonylamido and Phosphorylamido Derivatives of Second-Generation Hyperbranched Polyester". . p. 2300 - 2306. Retrieved 2018.
• 5、 Abdel-Maksoud, Mohammed S.,El-Gamal, Mohammed I.,Lee, Bong S.,Gamal El-Din, Mahmoud M.,Jeon, Hong R.,Kwon, Dow,Ammar, Usama M.,Mersal, Karim I.,Ali, Eslam M. H.,Lee, Kyung-Tae,Yoo, Kyung Ho,Han, Dong Keun,Lee, Jae Kyun,Kim, Garam,Choi, Hong Seok,Kwon, Young Jik,Lee, Kwan Hyi,Oh, Chang Hyun. "Discovery of New Imidazo[2,1- b]thiazole Derivatives as Potent Pan-RAF Inhibitors with Promising in Vitro and in Vivo Anti-melanoma Activity". . p. 6877 - 6901. Retrieved 2021/06/25.