1-Piperazinecarboxylic acid, 4-((2,4-dinitrophenoxy)-nno-azoxy)-, ethyl ester

Base Information

• Chemical Name: 1-Piperazinecarboxylic acid, 4-((2,4-dinitrophenoxy)-nno-azoxy)-, ethyl ester
• CAS No.: 205432-12-8
• Molecular Formula: C13H16 N6 O8
• Molecular Weight: 384.305
• NSC Number: 724771
• UNII: 80P1Q21652
• DSSTox Substance ID: DTXSID70174545
• ChEMBL ID: CHEMBL455983
• Mol file: 205432-12-8.mol

Synonyms:JS-K;1-Piperazinecarboxylic acid, 4-((2,4-dinitrophenoxy)-nno-azoxy)-, ethyl ester;205432-12-8;UNII-80P1Q21652;80P1Q21652;(Z)-(2,4-dinitrophenoxy)imino-(4-ethoxycarbonylpiperazin-1-yl)-oxidoazanium;1-Piperazinecarboxylic acid, 4-(2-(2,4-dinitrophenoxy)-1-oxidodiazenyl)-, ethyl ester;O2-(2,4-Dinitrophenyl) 1-((4-ethoxycarbonyl)piperazin-1-yl)diazen-1-ium-1,2-diolate;O2-(2,4-Dinitrophenyl) 1-[(4-ethoxycarbonyl)piperazin-1-yl]diazen-1-ium-1,2-diolate;NSC-724771;NSC724771;CHEMBL455983;SCHEMBL12465432;SCHEMBL20520603;DTXSID70174545;HMS3261L12;Tox21_500615;CCG-221919;SDCCGSBI-0633737.P001;CAS Number: 205432-12-8;JS-K, >=97%;NCGC00165815-01;NCGC00165815-02;NCGC00165815-04;NCGC00165815-08;NCGC00261300-01;HY-126193;CS-0092547;J-013395;Osup2-(2,4-Dinitrophenyl) 1-[(4-Ethoxycarbonyl)piperazin-1-yl]diazen-1-ium-1,2-diolate;O2-(2,4-DINITROPHENYL) 1-((4-ETHOXYCARBONYL)PIPERAZIN-1YL)DIAZEN-1-IUM-1,2-DIOLATE

Chemical Property of 1-Piperazinecarboxylic acid, 4-((2,4-dinitrophenoxy)-nno-azoxy)-, ethyl ester

Chemical Property:

• Vapor Pressure: 0mmHg at 25°C
• Melting Point: 140-141 °C
• Refractive Index: 1.656
• Boiling Point: 546.692°C at 760 mmHg
• PKA: -7.23±0.20(Predicted)
• Flash Point: 284.429°C
• PSA: 174.76000
• Density: 1.606g/cm³
• LogP: 2.89380
• Storage Temp.: −20°C
• Solubility.: DMSO: 9.3 mg/mL, soluble
• XLogP3: 2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 10
• Rotatable Bond Count: 5
• Exact Mass: 384.10296149
• Heavy Atom Count: 27
• Complexity: 582

Purity/Quality:

98%,99%, ^*data from raw suppliers

JS-K ≥97% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCOC(=O)N1CCN(CC1)[N+](=NOC2=C(C=C(C=C2)[N+](=O)[O-])[N+](=O)[O-])[O-]
• Isomeric SMILES: CCOC(=O)N1CCN(CC1)/[N+](=N/OC2=C(C=C(C=C2)[N+](=O)[O-])[N+](=O)[O-])/[O-]

Technology Process of 1-Piperazinecarboxylic acid, 4-((2,4-dinitrophenoxy)-nno-azoxy)-, ethyl ester

There total 3 articles about 1-Piperazinecarboxylic acid, 4-((2,4-dinitrophenoxy)-nno-azoxy)-, ethyl ester 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: 92.0%

2,4-dinitrophenyl fluorobenzene + O2-triisopropylsilyloxymethyl 1-[4-(ethoxycarbonyl)piperazin-1-yl]diazen-1-ium-1,2-diolate (1313839-34-7) → O2-(2,4-dinitrophenyl) 1-[(4-ethoxycarbonyl)piperazin-1-yl]diazen-1-ium-1,2-diolate (205432-12-8)

Guidance literature:

With tetrabutyl ammonium fluoride; In tetrahydrofuran; at 20 ℃; for 2h;

DOI:10.1039/c1cc12130h

Reference yield:

C10H12N6O6*ClH (903568-77-4) + chloroformic acid ethyl ester (541-41-3) → O2-(2,4-dinitrophenyl) 1-[(4-ethoxycarbonyl)piperazin-1-yl]diazen-1-ium-1,2-diolate (205432-12-8)

Guidance literature:

With triethylamine; In tetrahydrofuran; at 0 - 20 ℃; for 3h;

Reference yield:

sodium 1-(4-ethyloxylcarbonylpiperazine-1-yl)diazen-1-ium-1,2-diolate (178948-49-7) → O2-(2,4-dinitrophenyl) 1-[(4-ethoxycarbonyl)piperazin-1-yl]diazen-1-ium-1,2-diolate (205432-12-8)

Guidance literature:

Multi-step reaction with 2 steps

1: 15-crown-5; N-ethyl-N,N-diisopropylamine / tetrahydrofuran / 12 h / 20 °C

2: tetrabutyl ammonium fluoride / tetrahydrofuran / 2 h / 20 °C

With 15-crown-5; tetrabutyl ammonium fluoride; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran;

DOI:10.1039/c1cc12130h

upstream raw materials:

sodium 1-(4-ethyloxylcarbonylpiperazine-1-yl)diazen-1-ium-1,2-diolate

O₂-triisopropylsilyloxymethyl 1-[4-(ethoxycarbonyl)piperazin-1-yl]diazen-1-ium-1,2-diolate

C₁₀H₁₂N₆O₆*ClH

chloroformic acid ethyl ester

Downstream raw materials:

4-ethoxycarbonylpiperazine

S-(2,4-dinitrophenyl)glutathione

Refernces

• 1、 -. "Drug and Imaging Agent Delivery Compositions and Methods". Paragraph 0122. . Retrieved 2013/07/31.