2-(2-Aminoethylamino)-5-nitropyridine

Base Information

• Chemical Name: 2-(2-Aminoethylamino)-5-nitropyridine
• CAS No.: 29602-39-9
• Molecular Formula: C7H10N4O2
• Molecular Weight: 182.182
• Hs Code.: 2933399090
• European Community (EC) Number: 249-721-4
• DSSTox Substance ID: DTXSID40183785
• Nikkaji Number: J143.878F
• Wikidata: Q83054610
• Mol file: 29602-39-9.mol

Synonyms:2-(2-aminoethylamino)-5-nitropyridine

Chemical Property of 2-(2-Aminoethylamino)-5-nitropyridine

Chemical Property:

• Appearance/Colour: yellow to brown crystalline powder
• Vapor Pressure: 4.75E-06mmHg at 25°C
• Melting Point: 126-128 °C(lit.)
• Refractive Index: 1.6700 (estimate)
• Boiling Point: 382.4 °C at 760 mmHg
• Flash Point: 185 °C
• PSA: 96.76000
• Density: 1.358 g/cm³
• LogP: 1.65690
• Sensitive.: Air Sensitive
• XLogP3: 0.1
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 3
• Exact Mass: 182.08037557
• Heavy Atom Count: 13
• Complexity: 170

Purity/Quality:

90.0%Min ^*data from raw suppliers

2-(2-Aminoethylamino)-5-nitropyridine 96% ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-37/39

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC(=NC=C1[N+](=O)[O-])NCCN
• Uses: 2-(2-Aminoethylamino)-5-nitropyridine is used in matrix preparation for the quantification of phospholipids (PLs) by MALDI-TOFMS.

Technology Process of 2-(2-Aminoethylamino)-5-nitropyridine

There total 2 articles about 2-(2-Aminoethylamino)-5-nitropyridine 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: 76.0%

2-chloro-5-nitropyridine (4548-45-2) + ethylenediamine (107-15-3,85404-18-8) → 2-(2-aminoethylamino)-5-nitropyridine (29602-39-9)

Guidance literature:

In acetonitrile; at 20 ℃;

DOI:10.1021/acs.jmedchem.7b00922

Reference yield: 60.0%

2-(2-((5-nitropyridin-2-yl)amino)ethyl)isoindoline-1,3-dione (813468-90-5) → 2-(2-aminoethylamino)-5-nitropyridine (29602-39-9)

Guidance literature:

With hydrazine hydrate; In ethanol; at 20 ℃; for 5h;

DOI:10.1021/acsmedchemlett.8b00506

Reference yield: 86.0%

phthalic anhydride (85-44-9) + 2-(2-aminoethylamino)-5-nitropyridine (29602-39-9) → 2-(2-((5-nitropyridin-2-yl)amino)ethyl)isoindoline-1,3-dione (813468-90-5)

Guidance literature:

With triethylamine; In toluene; for 12h; Heating;

DOI:10.1016/j.tet.2004.07.107

upstream raw materials:

2-chloro-5-nitropyridine

ethylenediamine

2-(2-((5-nitropyridin-2-yl)amino)ethyl)isoindoline-1,3-dione

Downstream raw materials:

2-{2-Hydroxy-3-[2-(5-nitro-pyridin-2-ylamino)-ethylamino]-propoxy}-benzoic acid methyl ester

N-1-(5-nitropyrid-2-yl)-1-(3,4-dichlorobenzyl)ethane-1,2-diamine

2-(2-((5-nitropyridin-2-yl)amino)ethyl)isoindoline-1,3-dione

2-ethyl isothiocyanate

Refernces

• 1、 Mori, Mattia,Dasso Lang, Maria Chiara,Saladini, Francesco,Palombi, Nastasja,Kovalenko, Lesia,De Forni, Davide,Poddesu, Barbara,Friggeri, Laura,Giannini, Alessia,Malancona, Savina,Summa, Vincenzo,Zazzi, Maurizio,Mely, Yves,Botta, Maurizio. "Synthesis and Evaluation of Bifunctional Aminothiazoles as Antiretrovirals Targeting the HIV-1 Nucleocapsid Protein". supporting information. p. 463 - 468. Retrieved 2019/04/25.
• 2、 Takemoto,Eda,Okada,Sakashita,Matzno,Gohda,Ebisu,Nakamura,Fukaya,Hihara,Eiraku,Yamanouchi,Yokoyama. "Novel potassium channel openers: Synthesis and pharmacological evaluation of new N-(substituted-3-pyridyl)-N'-alkylthioureas and related compounds". . p. 18 - 25. Retrieved 2007/10/02.