3-Hydroxy-N-(3-methoxyphenyl)-2-naphthamide

Base Information

• Chemical Name: 3-Hydroxy-N-(3-methoxyphenyl)-2-naphthamide
• CAS No.: 62553-86-0
• Molecular Formula: C18H15NO3
• Molecular Weight: 293.322
• DSSTox Substance ID: DTXSID00598538
• Wikidata: Q82494307
• Mol file: 62553-86-0.mol

Synonyms:62553-86-0;3-Hydroxy-N-(3-methoxyphenyl)-2-naphthamide;3-Hydroxy-N-(3-methoxyphenyl)naphthalene-2-carboxamide;3-hydroxy-N-(3-methoxyphenyl)-2-Naphthalenecarboxamide;2-Naphthalenecarboxamide, 3-hydroxy-N-(3-methoxyphenyl)-;SCHEMBL3045065;DTXSID00598538;MFCD15542703;AKOS008764364;DA-23544;DS-19549;CS-0163230;S11395

Chemical Property of 3-Hydroxy-N-(3-methoxyphenyl)-2-naphthamide

Chemical Property:

• PSA: 62.05000
• LogP: 4.19030
• Storage Temp.: Inert atmosphere,Room Temperature
• XLogP3: 4.2
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 3
• Exact Mass: 293.10519334
• Heavy Atom Count: 22
• Complexity: 387

Purity/Quality:

99% ^*data from raw suppliers

3-Hydroxy-N-(3-methoxyphenyl)-2-naphthamide 96% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC1=CC=CC(=C1)NC(=O)C2=CC3=CC=CC=C3C=C2O

Technology Process of 3-Hydroxy-N-(3-methoxyphenyl)-2-naphthamide

There total 2 articles about 3-Hydroxy-N-(3-methoxyphenyl)-2-naphthamide 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: 75.0%

m-Anisidine (536-90-3,918666-97-4) + 3-Hydroxy-2-naphthoic acid (92-70-6) → 3-hydroxy-N-(3-methoxyphenyl)naphthalene-2-carboxamide (62553-86-0)

Guidance literature:

With phosphorus trichloride; In chlorobenzene; at 100 - 130 ℃; for 0.75h; Microwave irradiation;

DOI:10.3390/molecules18077977

Reference yield:

m-Hydroxyaniline (591-27-5) → 3-hydroxy-N-(3-methoxyphenyl)naphthalene-2-carboxamide (62553-86-0)

Guidance literature:

Multi-step reaction with 2 steps

1: sodium hydride / acetonitrile / 24 h / 20 °C

2: trichlorophosphate / chlorobenzene / 0.25 h / Microwave irradiation

With sodium hydride; trichlorophosphate; In chlorobenzene; acetonitrile;

DOI:10.3390/molecules23071635

upstream raw materials:

m-Anisidine

3-Hydroxy-2-naphthoic acid

m-Hydroxyaniline

Refernces

• 1、 Kapustikova, Iva,Bak, Andrzej,Gonec, Tomas,Kos, Jiri,Kozik, Violetta,Jampilek, Josef. "Investigation of hydro-lipophilic properties of n-alkoxyphenylhydroxynaphthalenecarboxamides ?". . . Retrieved 2018/07/10.
• 2、 Gonec, Tomas,Zadrazilova, Iveta,Nevin, Eoghan,Kauerova, Tereza,Pesko, Matus,Kos, Jiri,Oravec, Michal,Kollar, Peter,Coffey, Aidan,O'Mahony, Jim,Cizek, Alois,Kralova, Katarina,Jampilek, Josef. "Synthesis and Biological Evaluation of N-Alkoxyphenyl-3-hydroxynaphthalene-2-carboxanilides". . p. 9767 - 9787. Retrieved 2015/08/06.