2-Naphthalenecarboxamide, N-(4-ethoxyphenyl)-3-hydroxy-

Base Information

• Chemical Name: 2-Naphthalenecarboxamide, N-(4-ethoxyphenyl)-3-hydroxy-
• CAS No.: 4711-68-6
• Molecular Formula: C19H17NO3
• Molecular Weight: 307.349
• Hs Code.: 2924299090
• European Community (EC) Number: 225-200-7
• NSC Number: 50690
• UNII: ED3VQI55T0
• DSSTox Substance ID: DTXSID5063570
• Nikkaji Number: J73.265F
• Wikidata: Q27210711
• ChEMBL ID: CHEMBL1388703
• Mol file: 4711-68-6.mol

Synonyms:4711-68-6;N-(4-ethoxyphenyl)-3-hydroxy-2-naphthamide;Naphthol AS-VL;Cibanaphthol RPH;3-Hydroxy-2-naphtho-p-phenetidide;2-Naphthalenecarboxamide, N-(4-ethoxyphenyl)-3-hydroxy-;N-(4-ethoxyphenyl)-3-hydroxynaphthalene-2-carboxamide;C.I. Azoic Coupling Component 30;C.I. Azoic Coupling Component 46;Azoic coupling component 46;2-Naphtho-p-phenetidide, 3-hydroxy-;4'-Ethoxy-3-hydroxy-2-naphthanilide;MLS000736677;C.I. 37559;NSC-50690;ED3VQI55T0;EINECS 225-200-7;NSC 50690;N-(4-ethoxyphenyl)-3-hydroxy-2-naphthalenecarboxamide;SMR000528245;EC 225-200-7;DYCOSTHOL AS-VL;UNII-ED3VQI55T0;Oprea1_239420;Oprea1_874331;CBDivE_012078;cid_78443;SCHEMBL2743100;CHEMBL1388703;DTXSID5063570;BDBM80521;CHEBI:122078;HMS2886N22;AZOIC COUPLING COMPONENT 30;NSC50690;3-hydroxy-N-p-phenetyl-2-naphthamide;AKOS000592774;4/'-Ethoxy-3-hydroxy-2-naphthanilide;1-Hydroxy-3-Naphthoyl-P-Ethoxy Aniline;NCGC00246827-01;CI 37559;C.I.37559;CS-0362287;2-HYDROXY-3-NAPHTHOYL-P-ETHOXYANILINE;A918683;AG-690/36740014;SR-01000513141;SR-01000513141-1;Q27210711;N-(4-ethoxyphenyl)-3-hydroxy-naphthalene-2-carboxamide;N-(4-ethoxyphenyl)-3-oxidanyl-naphthalene-2-carboxamide

Chemical Property of 2-Naphthalenecarboxamide, N-(4-ethoxyphenyl)-3-hydroxy-

Chemical Property:

• Vapor Pressure: 2.62E-08mmHg at 25°C
• Melting Point: 217-219 °C
• Refractive Index: 1.686
• Boiling Point: 438.7 °C at 760 mmHg
• Flash Point: 219.1 °C
• PSA: 58.56000
• Density: 1.273 g/cm³
• LogP: 4.26940
• Storage Temp.: 2-8°C
• XLogP3: 4.5
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 4
• Exact Mass: 307.12084340
• Heavy Atom Count: 23
• Complexity: 392

Purity/Quality:

99% ^*data from raw suppliers

N-(4-Ethoxyphenyl)-3-hydroxy-2-naphthamide 95+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCOC1=CC=C(C=C1)NC(=O)C2=CC3=CC=CC=C3C=C2O

Technology Process of 2-Naphthalenecarboxamide, N-(4-ethoxyphenyl)-3-hydroxy-

There total 2 articles about 2-Naphthalenecarboxamide, N-(4-ethoxyphenyl)-3-hydroxy- 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: 70.0%

4-Ethoxyaniline (156-43-4) + 3-Hydroxy-2-naphthoic acid (92-70-6) → N-(4-ethoxyphenyl)-3-hydroxynaphthalene-2-carboxamide (4711-68-6)

Guidance literature:

With zirconium(IV) chloride; In chlorobenzene; for 30h; Reflux; Inert atmosphere; Dean-Stark; Sealed tube;

Reference yield:

4-amino-phenol (123-30-8) → N-(4-ethoxyphenyl)-3-hydroxynaphthalene-2-carboxamide (4711-68-6)

Guidance literature:

Multi-step reaction with 2 steps

1: sodium hydride / mineral oil; N,N-dimethyl-formamide / 24 h / 20 °C

2: phosphorus trichloride / chlorobenzene / 0.25 h / 130 °C

With sodium hydride; phosphorus trichloride; In N,N-dimethyl-formamide; chlorobenzene; mineral oil;

DOI:10.3390/molecules20069767

Reference yield:

N-(4-ethoxyphenyl)-3-hydroxynaphthalene-2-carboxamide (4711-68-6) + benzene diazonium chloride (100-34-5) → 3-hydroxy-4-phenylazo-[2]naphthoic acid p-phenetidide (62148-36-1)

Guidance literature:

upstream raw materials:

4-Ethoxyaniline

3-Hydroxy-2-naphthoic acid

4-amino-phenol

Downstream raw materials:

3-hydroxy-4-phenylazo-[2]naphthoic acid p-phenetidide

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.