2-((2-Nitrophenyl)amino)ethanol

Base Information

• Chemical Name: 2-((2-Nitrophenyl)amino)ethanol
• CAS No.: 4926-55-0
• Molecular Formula: C8H10N2O3
• Molecular Weight: 182.179
• Hs Code.: 2922199090
• European Community (EC) Number: 225-555-8
• NSC Number: 68401,33878
• UNII: 9FVT2KMV9O
• DSSTox Substance ID: DTXSID0063650
• Nikkaji Number: J262.526A
• Wikidata: Q27272504
• NCI Thesaurus Code: C99821
• Mol file: 4926-55-0.mol

Synonyms:4926-55-0;2-((2-Nitrophenyl)amino)ethanol;2-(2-Nitroanilino)ethanol;2-Nitro-N-Hydroxyethyl Aniline;2-Nitro-N-(2-hydroxyethyl)aniline;HC Yellow no. 2;2-[(2-nitrophenyl)amino]ethanol;2-Nitro-N-(hydroxyethyl)aniline;Ethanol, 2-[(2-nitrophenyl)amino]-;Ethanol, 2-(o-nitroanilino)-;N-(2-Hydroxyethyl)-2-nitroaniline;N-(2-Hydroxyethyl)-o-nitroaniline;Jarocol Yellow 2;Colorex HCY2;UNII-9FVT2KMV9O;NSC 68401;9FVT2KMV9O;2-[(2-nitrophenyl)amino]ethan-1-ol;Covariane Jaune W 1122;Ethanol, 2-((2-nitrophenyl)amino)-;EINECS 225-555-8;MFCD00239475;NSC 33878;NSC-33878;NSC-68401;2-((2-Nitrophenyl)amino)ethan-1-ol;N-Hydroxyethyl-2-nitroaniline;Velsol Yellow 2;HC amarillo 2;HC Giallo 2;HC Jaune 2;HC YELLOW 2;2-hydroxyethylaminonitrobenzene;SCHEMBL110446;2-(2-nitrophenylamino)ethanol;N-(2-Nitrophenyl)ethanolamine;2-(2-Nitroanilino)ethanol #;2-hydroxyethylamino-nitrobenzene;DTXSID0063650;HC YELLOW NO. 2 [INCI];NSC33878;NSC68401;2- [(2- nitrophenyl)amino]ethanol;AKOS000351129;AC-1778;AS-12619;SY106169;O-NITRO-N-(2-HYDROXYETHYL)ANILINE;BB 0218046;CS-0117018;FT-0626869;N-(2'-HYDROXYETHYL)-2-NITROANILINE;N1000;EN300-08711;E76083;W-106028;Q27272504;Z31212148

Chemical Property of 2-((2-Nitrophenyl)amino)ethanol

Chemical Property:

• Appearance/Colour: Orange crystal powder
• Vapor Pressure: 2.43E-06mmHg at 25°C
• Melting Point: 71-73 °C
• Refractive Index: 1.64
• Boiling Point: 376.6 °C at 760 mmHg
• PKA: 14.60±0.10(Predicted)
• Flash Point: 181.6 °C
• PSA: 78.08000
• Density: 1.352 g/cm³
• LogP: 1.59520
• Storage Temp.: Keep in dark place,Inert atmosphere,Room temperature
• Solubility.: Chloroform (Slightly), Methanol (Slightly)
• Water Solubility.: 1.85g/L at 20℃
• XLogP3: 1.5
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 3
• Exact Mass: 182.06914219
• Heavy Atom Count: 13
• Complexity: 169

Purity/Quality:

99% ^*data from raw suppliers

2-(2-Nitroanilino)ethanol ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C(C(=C1)NCCO)[N+](=O)[O-]
• Uses: 2-(2-Nitroanilino)ethanol is used in the preparation of (phenylamino)quinoxalinone derivatives which has been identified as a new class of glycogen phosphorylase inhibitors.

Technology Process of 2-((2-Nitrophenyl)amino)ethanol

There total 14 articles about 2-((2-Nitrophenyl)amino)ethanol 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: 99.0%

ethanolamine (141-43-5) + ortho-nitrofluorobenzene (1493-27-2,127723-77-7) → 2-[(2-nitrophenyl)amino]ethanol (4926-55-0)

Guidance literature:

With potassium carbonate; In ethanol; for 5h; Reflux;

DOI:10.1016/j.tetlet.2010.02.164

Reference yield: 95.2%

ethanolamine (141-43-5) + 2-Chloronitrobenzene (88-73-3) → 2-[(2-nitrophenyl)amino]ethanol (4926-55-0)

Guidance literature:

at 100 ℃; for 3h;

DOI:10.3987/COM-99-8585

Reference yield: 89.0%

2-amino-ethanol hydrochloride (2002-24-6) + ortho-nitrofluorobenzene (1493-27-2,127723-77-7) → 2-[(2-nitrophenyl)amino]ethanol (4926-55-0)

Guidance literature:

With potassium carbonate; In acetonitrile; at 82 ℃; for 6h;

DOI:10.1016/j.ejmech.2021.113518

upstream raw materials:

2-nitrophenyl bromide

ethanolamine

2-Chloronitrobenzene

ortho-nitrofluorobenzene

Downstream raw materials:

2-nitro-N-(2-phenoxyethyl)aniline

2-((2-nitrophenyl)amino)ethyl methanesulfonate

2-nitro-aniline

N-(2-Nitro-phenyl)-N-(2-phenoxy-ethyl)-acetamide

Refernces

• 1、 Pokluda, Adam,Anwar, Zubair,Boguschová, Veronika,Anusiewicz, Iwona,Skurski, Piotr,Sikorski, Marek,Cibulka, Radek. "Robust Photocatalytic Method Using Ethylene-Bridged Flavinium Salts for the Aerobic Oxidation of Unactivated Benzylic Substrates". supporting information. p. 4371 - 4379. Retrieved 2021/04/02.
• 2、 Szabó, Gy?rgy,Kolok, Sándor,Orgován, Zoltán,Vastag, Mónika,Béni, Zoltán,Kóti, János,Sághy, Katalin,Lévay, Gy?rgy I.,Greiner, István,Keser?, Gy?rgy M.. "Discovery of dihydropyrazino-benzimidazole derivatives as metabotropic glutamate receptor-2 (mGluR2) positive allosteric modulators (PAMs)". . . Retrieved 2019/12/30.