2-(1-Naphthylamino)ethanol

Base Information

• Chemical Name: 2-(1-Naphthylamino)ethanol
• CAS No.: 2933-59-7
• Molecular Formula: C12H13 N O
• Molecular Weight: 187.241
• Hs Code.: 2922199090
• European Community (EC) Number: 220-904-0
• NSC Number: 60563
• UNII: 0WR3W8GN52
• DSSTox Substance ID: DTXSID0062719
• Nikkaji Number: J306.859E
• Wikidata: Q81990213
• Mol file: 2933-59-7.mol

Synonyms:2-(1-Naphthylamino)ethanol;2933-59-7;2-(naphthalen-1-ylamino)ethanol;Ethanol, 2-(1-naphthalenylamino)-;Ethanol, 2-(1-naphthylamino)-;2-[(naphthalen-1-yl)amino]ethan-1-ol;0WR3W8GN52;2-(1-Naphthalenylamino)ethanol;EINECS 220-904-0;NSC 60563;NSC-60563;30601-88-8;NSC60563;UNII-0WR3W8GN52;Oprea1_689880;SCHEMBL6753421;DTXSID0062719;AKOS000251264;N-(2-HYDROXYETHYL)-1-NAPHTHYLAMINE;W-109840

Chemical Property of 2-(1-Naphthylamino)ethanol

Chemical Property:

• Vapor Pressure: 1.33E-06mmHg at 25°C
• Boiling Point: 384.6°Cat760mmHg
• Flash Point: 183.9°C
• PSA: 32.26000
• Density: 1.192g/cm³
• LogP: 2.31700
• XLogP3: 2.2
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 3
• Exact Mass: 187.099714038
• Heavy Atom Count: 14
• Complexity: 172

Purity/Quality:

99.0% ^*data from raw suppliers

N-(B-HYDROXYETHYL)-1-NAPHTHYLAMINE 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C2C(=C1)C=CC=C2NCCO

Technology Process of 2-(1-Naphthylamino)ethanol

There total 11 articles about 2-(1-Naphthylamino)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: 82.0%

1-Iodonaphthalene (90-14-2) + ethanolamine (141-43-5) → N-(2-hydroxyethyl)-1-naphthylamine (2933-59-7)

Guidance literature:

With copper(l) chloride; potassium hydroxide; at 20 ℃; Inert atmosphere;

DOI:10.1021/acs.joc.6b00169

Reference yield: 79.0%

2-methyl-4,5-dihydro-1,3-oxazole (1120-64-5,26375-28-0) + naphthalene (91-20-3,71998-51-1,72931-45-4) → N-(2-hydroxyethyl)-1-naphthylamine (2933-59-7)

Guidance literature:

2-methyl-4,5-dihydro-1,3-oxazole; naphthalene; With lithium perchlorate; In acetonitrile; at 0 ℃; Inert atmosphere; Electrochemical reaction;

With ethylenediamine; In acetonitrile; at 70 ℃; for 3h; chemoselective reaction; Inert atmosphere;

DOI:10.1021/jacs.5b06526

Reference yield: 51.0%

1-amino-naphthalene (134-32-7) + Glycolaldehyde (141-46-8) → N-(2-hydroxyethyl)-1-naphthylamine (2933-59-7)

Guidance literature:

With sodium cyanoborohydride; acetic acid; In water; dimethyl sulfoxide; at 40 ℃;

DOI:10.1021/acs.jafc.7b03183

upstream raw materials:

oxirane

1-amino-naphthalene

[1]naphthyl-carbamic acid-(2-chloro-ethyl ester)

2-chloro-ethanol

Downstream raw materials:

tert-butyl 4-(2-((2-(tert-butyldimethylsilyloxy)ethyl)(naphthalen-1-yl)amino)-2-oxoethyl)phenylcarbamate

methyl 8-(4-(2-((2-hydroxyethyl)(naphthalen-1-yl)amino)-2-oxoethyl)phenylamino)-8-oxooctanoate

N₁-hydroxy-N₈-(4-(2-((2-hydroxyethyl)(naphthalen-1-yl)amino)-2-oxoethyl)phenyl)octanediamide

3-(α-naphthyl)-2-oxazolidinone

Refernces

• 1、 Klaus, Alexander,Pfirrmann, Thorsten,Glomb, Marcus A.. "Transketolase A from E. coli Significantly Suppresses Protein Glycation by Glycolaldehyde and Glyoxal in Vitro". . p. 8196 - 8202. Retrieved 2017.
• 2、 -. "3,6-DISUBSTITUTED-2-PYRIDINALDOXIME SCAFFOLDS". Paragraph 0095; 0118-0120. . Retrieved 2020/08/27.