5-(2-Azaniumylethylamino)naphthalene-1-sulfonate

Base Information

• Chemical Name: 5-(2-Azaniumylethylamino)naphthalene-1-sulfonate
• CAS No.: 50402-56-7
• Molecular Formula: C12H14N2O3S
• Molecular Weight: 266.321
• Hs Code.: 2921590090
• Mol file: 50402-56-7.mol

Synonyms:

Chemical Property of 5-(2-Azaniumylethylamino)naphthalene-1-sulfonate

Chemical Property:

• Appearance/Colour: Gray-yellow Crystalline Powder
• Melting Point: >350°C
• Refractive Index: 1.691
• PKA: -0.37±0.40(Predicted)
• PSA: 100.80000
• Density: 1.432 g/cm³
• LogP: 3.31120
• Storage Temp.: Refrigerator
• Solubility.: Aqueous Base (Slightly), DMSO (Slightly, Heated)
• XLogP3: -1.4
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 3
• Exact Mass: 266.07251349
• Heavy Atom Count: 18
• Complexity: 353

Purity/Quality:

98%min ^*data from raw suppliers

N-(Aminoethyl)-5-naphthylamine-1-sulfonicAcid ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn
• Hazard Codes: Xn
• Statements: 22-36/37/38-43
• Safety Statements: 26-27-36/37/39-45

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: C1=CC2=C(C=CC=C2S(=O)(=O)[O-])C(=C1)NCC[NH3+]
• Uses: A fluorescent reagent with a terminal amine for derivatization. 1,5-EDANS has similar spectral properties to the naphthalenesulfonic acids. Fluorescence: max. Abs. 335nm; max. Em. 493nm; e x 10-3: 5.9

Technology Process of 5-(2-Azaniumylethylamino)naphthalene-1-sulfonate

There total 23 articles about 5-(2-Azaniumylethylamino)naphthalene-1-sulfonate 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: 70.0%

6-Hydroxy-2-naphthalene sulfonic acid sodium salt (5419-77-2) + ethylenediamine (107-15-3,85404-18-8) → 5-((2-aminoethyl)-amino)-naphtalene-1-sulfonic acid (50402-56-7)

Guidance literature:

With sodium hydrogensulfite; In water; Reflux;

DOI:10.1039/c4cc03677h

Reference yield:

C27H31N3O8S → C31H39N7O2 + 5-((2-aminoethyl)-amino)-naphtalene-1-sulfonic acid (50402-56-7)

Guidance literature:

Multi-step reaction with 2 steps

1: N-ethyl-N,N-diisopropylamine / N,N-dimethyl-formamide / 20 °C / Darkness

2: dimethyl sulfoxide; aq. phosphate buffer / 4 h / 25 °C / pH 7.4

With N-ethyl-N,N-diisopropylamine; In aq. phosphate buffer; dimethyl sulfoxide; N,N-dimethyl-formamide;

DOI:10.1002/chem.201905446

Reference yield:

C27H31N3O8S → C37H50N8O4 + 5-((2-aminoethyl)-amino)-naphtalene-1-sulfonic acid (50402-56-7)

Guidance literature:

Multi-step reaction with 2 steps

1: N-ethyl-N,N-diisopropylamine / N,N-dimethyl-formamide / 20 °C / Darkness

2: dimethyl sulfoxide; aq. phosphate buffer / 4 h / 25 °C / pH 7.4

With N-ethyl-N,N-diisopropylamine; In aq. phosphate buffer; dimethyl sulfoxide; N,N-dimethyl-formamide;

DOI:10.1002/chem.201905446

upstream raw materials:

6-Hydroxy-2-naphthalene sulfonic acid sodium salt

ethylenediamine

3,6-dimethyl-1,2,4,5-tetrazine

2-(6-methyl-1,2,4,5-tetrazin-3-yl)acetic acid

Downstream raw materials:

5-((2-(4-azidobenzamido)ethyl)amino)naphthalene-1-sulfonic acid

4-(3-methoxy-4-{[2-(5-sulfo-naphthalen-1-ylamino)-ethylamino]-methyl}-phenoxy)-butyric acid

Boc-Glu(EDANS)-OBzl

Refernces

• 1、 O'Connor, Naphtali A.,Sakata, Steven T.,Zhu, Huide,Shea, Kenneth J.. "Chemically modified dansyl probes: A fluorescent diagnostic for ion and proton detection in solution and in polymers". . p. 1581 - 1584. Retrieved 2006.
• 2、 -. "HSV-2 type-specific immunoassays using glycoprotein G2 peptides". . . Retrieved 2008/06/13.