N-(2-Aminoethyl)-2-nitrobenzenesulfonamide

Base Information

• Chemical Name: N-(2-Aminoethyl)-2-nitrobenzenesulfonamide
• CAS No.: 83019-91-4
• Molecular Formula: C8H11 N3 O4 S
• Molecular Weight: 245.259
• Hs Code.: 2935009090
• DSSTox Substance ID: DTXSID50467008
• Nikkaji Number: J971.864H
• Wikidata: Q82293749
• Mol file: 83019-91-4.mol

Synonyms:N-(2-Aminoethyl)-2-nitrobenzenesulfonamide;83019-91-4;1-Amino-2-(2-nitrobenzenesulfonamido)ethane;Oprea1_743577;SCHEMBL1029644;DTXSID50467008;YNQAHCRZFJEDMN-UHFFFAOYSA-N;MFCD02956008;AKOS000155370;N-(2-Nitrobenzenesulfonyl)ethylenediamine;CS-0351180;FT-0728491;N-(2-Amino-ethyl)-2-nitro-benzenesulfonamide;EN300-146584;N-(2-aminoethyl)-2-nitrobenzene-1-sulfonamide

Chemical Property of N-(2-Aminoethyl)-2-nitrobenzenesulfonamide

Chemical Property:

• Vapor Pressure: 0mmHg at 25°C
• Melting Point: 164 °C
• Refractive Index: 1.591
• Boiling Point: 440.587°C at 760 mmHg
• PKA: 8.03±0.40(Predicted)
• Flash Point: 220.259°C
• PSA: 126.39000
• Density: 1.425g/cm³
• LogP: 2.52700
• XLogP3: -0.2
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 4
• Exact Mass: 245.04702701
• Heavy Atom Count: 16
• Complexity: 332

Purity/Quality:

98%Min ^*data from raw suppliers

1-AMINO-2-(2-NITROBENZENESULFONAMIDO)ETHANE 95.00% ^*data from reagent suppliers

Safty Information:

• Statements: 36/37/38
• Safety Statements: 26-36

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C(C(=C1)[N+](=O)[O-])S(=O)(=O)NCCN

Technology Process of N-(2-Aminoethyl)-2-nitrobenzenesulfonamide

There total 4 articles about N-(2-Aminoethyl)-2-nitrobenzenesulfonamide 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%

2-Nitrobenzenesulfonyl chloride (1694-92-4) + ethylenediamine (107-15-3,85404-18-8) → N-(2-aminoethyl)-2-nitrobenzene-sulfonamide (83019-91-4) + N-[2-(2-nitrophenylsulfonyl)aminoethyl]-2-nitrophenylsulfonamide (42462-22-6)

Guidance literature:

In tetrahydrofuran; at 0 - 20 ℃;

DOI:10.1039/d0dt00845a

Reference yield: 46.0%

2-Nitrobenzenesulfonyl chloride (1694-92-4) + ethylenediamine (107-15-3,85404-18-8) → N-(2-aminoethyl)-2-nitrobenzene-sulfonamide (83019-91-4)

Guidance literature:

With triethylamine; In dichloromethane; at 20 ℃; for 2h; Inert atmosphere;

DOI:10.1021/acs.orglett.0c02251

Reference yield:

ortho-nitrobenzene sulfonyl chloride → N-(2-aminoethyl)-2-nitrobenzene-sulfonamide (83019-91-4)

Guidance literature:

In methanol; 4-(dicyanomethylene)-2-methyl-6-(p-dimethylaminostyryl)-4H-pyran; ethylenediamine;

upstream raw materials:

2-Nitrobenzenesulfonyl chloride

ethylenediamine

Downstream raw materials:

N-[2-(2-Hydroxy-2-phenyl-ethylamino)-ethyl]-2-nitro-benzenesulfonamide

N-[2-(2-Hydroxy-3-phenoxy-propylamino)-ethyl]-2-nitro-benzenesulfonamide

N-[2-({2S}-3-chloro-2-hydroxy-propylamino)-ethyl]-2-nitro-benzenesulfonamide

1-(2-Nitro-benzenesulfonyl)-(6S)-[1,4]diazepan-6-ol

Refernces

• 1、 Bénard, Fran?ois,Colpo, Nadine,Kuo, Hsiou-Ting,Li, Lily,Lin, Kuo-Shyan,Merkens, Helen,Orvig, Chris,Radchenko, Valery,Schaffer, Paul,Wang, Xiaozhu. "tBu4octapa-alkyl-NHS for metalloradiopeptide preparation". . p. 7605 - 7619. Retrieved 2020/06/21.
• 2、 Aubineau, Thomas,Cossy, Janine. "Chemoselective alkynylation of N-sulfonylamides versus amides and carbamates-Synthesis of tetrahydropyrazines". supporting information. p. 3303 - 3305. Retrieved 2013/06/04.