1965-54-4

Basic information

• Product Name: 2-[(4-NITROPHENYL)AMINO]ETHANOL
• Synonyms: TIMTEC-BB SBB006779;2-[(4-NITROPHENYL)AMINO]ETHANOL;2-(4-nitroanilino)ethanol
• CAS NO: 1965-54-4
• Molecular Formula: C₈H₁₀N₂O₃
• Molecular Weight: 182.18
• Mol File: 1965-54-4.mol
• Article Data: 34

Chemical Properties

• Melting Point: 111-111.5 °C
• Boiling Point: 389.5°Cat760mmHg
• Flash Point: 189.4°C
• Appearance: /
• Density: 1.352g/cm³
• Vapor Pressure: 9.13E-07mmHg at 25°C
• Refractive Index: 1.64
• PKA: 14.57±0.10(Predicted)
• CAS DataBase Reference: 2-[(4-NITROPHENYL)AMINO]ETHANOL(CAS DataBase Reference)
• NIST Chemistry Reference: 2-[(4-NITROPHENYL)AMINO]ETHANOL(1965-54-4)
• EPA Substance Registry System: 2-[(4-NITROPHENYL)AMINO]ETHANOL(1965-54-4)

Safety Data

• Hazardous Substances Data: 1965-54-4(Hazardous Substances Data)

Usage

Uses

2-[(4-nitrophenyl)amino]ethanol is used to prepare phenylpurinediamine derivatives as a class of reversible kinase inhibitors targeting both EGFR-activating and resistance mutations of lung cancer. It is also used to synthesize benzannulated N-heterocycles via palladium-catalyzed domino intermolecular alkylation/intramolecular amination of functionalized aryl iodides and bromoalkylamines.

Synthesis Reference(s)

Synthesis, p. 606, 1976 DOI: 10.1055/s-1976-24135

InChI:InChI=1/C8H10N2O3/c11-6-5-9-7-1-3-8(4-2-7)10(12)13/h1-4,9,11H,5-6H2

Upstream product

• 141-43-5 ethanolamine 
• 586-78-7 para-nitrophenyl bromide 
• 100-02-7 4-nitro-phenol 
• 636-98-6 p-nitrobenzene iodide 
• 103-84-4 Acetanilid 
• 100-01-6 4-nitro-aniline 
• 98-74-8 4-Nitrobenzenesulfonyl chloride 
• 824-78-2 4-nitrophenol sodium salt 
• 16365-27-8 2-(4-nitrophenoxy)ethanol 
• 1798-11-4 4-nitrophenoxyacetic acid 
• 98395-61-0 N-(2-(4-nitrophenoxy)ethyl)phthalimide 
• 22483-44-9 4-nitrophenoxyethyl 4-toluenesulfonate 
• 100-00-5 4-chlorobenzonitrile 
• 96-49-1 [1,3]-dioxolan-2-one 

Downstream Products

• 5198-52-7 3-(4-nitrophenyl)-2-oxazolidinone 
• 1442460-05-0 ethyl 4-(4-nitrophenyl)-2-oxomorpholine-3-carboxylate 
• 1442460-04-9 1-ethyl 3-{2-[(4-nitrophenyl)amino]ethyl} 2-diazomalonate 
• 1311164-60-9 C₃₆H₃₈N₆O₂ 
• 1311164-58-5 C₃₆H₃₈N₆O₂ 
• 1363651-95-9 C₂₁H₂₅N₅ 
• 1363647-20-4 C₂₁H₂₅N₅ 
• 1363651-63-1 C₂₁H₂₃N₅O₂ 
• 1363644-43-2 C₂₁H₂₃N₅O₂ 
• 1159610-60-2 C₂₂H₂₇ClN₄O₆S 
• 1159610-59-9 C₁₇H₂₆N₄O₅ 
• 1159610-58-8 C₂₅H₂₈N₄O₇ 
• 1159610-57-7 C₂₄H₃₀N₄O₆ 
• 1159610-56-6 C₁₃H₂₁N₃O₃ 

Relevant articles and documents

Binding abilities of polyaminocyclodextrins: Polarimetric investigations and biological assays

Three polyaminocyclodextrin materials, obtained by direct reaction between heptakis(6-deoxy-6-iodo)-β-cyclodextrin and the proper linear polyamines, were investigated for their binding properties, in order to assess their potential applications in biologi

Cu(II)-catalyzed C-N coupling of (hetero)aryl halides and N-Nucleophiles promoted by α-benzoin oxime

We first reported the new application of a translate metal chelating ligand α-benzoin oxime for improving Cu-catalyzed C-N coupling reactions. The system could catalyse coupling reactions of (hetero)aryl halides with a wide of nucleophiles (e.g., azoles, piperidine, pyrrolidine and amino acids) in moderate to excellent yields. The protocol allows rapid access to the most common scaαolds found in FDA-approved pharmaceuticals.

A process for the preparation method of the compound aromatic amines (by machine translation)

The invention discloses a method for preparing aromatic amine compounds, comprising the following steps: under protection of inert gas, with the ratio of the phenolic compound amine according to mole 1:2 - 40 are mixed and dissolved in the solvent, 50 - 140 °C reaction 6 - 15 hours, corresponding to preparing polymerizable aromatic amine compound, and then after treatment to obtain a pure aromatic amine compound. Raw materials of this invention generally are easy, simple operation, substrate and wide range of application, in the absence of catalyst under catalytic conditions of the phenolic compound can be obtained by nucleophilic addition reaction of the corresponding aromatic amine compound, and is suitable for industrial production. The present invention allows the presence of water in the reaction system, can be ammonia or hydrazine hydrate as the substrate, in order to ammonium chloride as a catalyst and a cosolvent, the success of the preparation to obtain a level from phenol hydroxy aromatic primary amino compound. The invention to phenol hydroxy has better selectivity, even if the presence of halogen atoms in the substrate does not affect the occurrence of the reaction. (by machine translation)