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

Base Information

• Chemical Name: 2-Naphthalenecarboxamide, N-(2-ethoxyphenyl)-3-hydroxy-
• CAS No.: 92-74-0
• Molecular Formula: C19H17NO3
• Molecular Weight: 307.349
• Hs Code.: 2924299090
• European Community (EC) Number: 202-185-5
• NSC Number: 50681
• UNII: 5KBB37245W
• DSSTox Substance ID: DTXSID2059063
• Nikkaji Number: J73.264H
• Wikidata: Q27262483
• Mol file: 92-74-0.mol

Synonyms:92-74-0;Naphthol AS-PH;2-Naphthalenecarboxamide, N-(2-ethoxyphenyl)-3-hydroxy-;3-Hydroxy-2-naphtho-o-phenetidide;Acna Naphthol OF;2'-Ethoxy-3-hydroxy-2-naphthanilide;n-(2-ethoxyphenyl)-3-hydroxy-2-naphthamide;Acco Naphthol AS-phenyl;Naphthanil OP;Naphtazol OP;Naphtoelan phenyl;Kambothol ASPH;Azotol OF;C.I. Azoic Coupling Component 14;C.I. 37558;Naphtanilide phenyl;Naphthol AS-OP;Naphthol AS-RO;Naphtol AS-phenyl;Amarthol AS-phenyl;Naphthol AS-phenyl;Tulathol AS-phenyl;Daito Grounder phenyl;Hiltonaphthol AS-phenyl;Acco Naf-Sol AS-phenyl;Naphtanilide phenyl Supra;Naphthol AS-phenyl Supra;Amanil Naphthol AS-phenyl;2-Naphtho-o-phenetidide, 3-hydroxy-;5KBB37245W;NSC-50681;N-(2-ethoxyphenyl)-3-hydroxynaphthalene-2-carboxamide;AMARTHOL AS-PH;ACCO NAF-SOL AS-PH;Oprea1_030036;Oprea1_391932;AMANIL NAPHTHOL AS-PH;UNII-5KBB37245W;SCHEMBL5405537;DTXSID2059063;N-(2-ethoxyphenyl)-3-hydroxy-naphthalene-2-carboxamide;NSC50681;EINECS 202-185-5;MFCD00021631;NSC 50681;AKOS001572945;1-Hydroxy-3-Naphthoyl-O-Ethoxy Aniline;BS-42478;2-HYDROXY-3-NAPHTHO-O-PHENETIDIDE;C.I.37558;FT-0631453;EC 202-185-5;SR-01000400031;3-Hydroxy-N-(2-ethoxyphenyl)-2-Naphtalincarboxamid;SR-01000400031-1;W-100274;Q27262483;N-(2-ETHOXYPHENYL)-3-HYDROXY-2-NAPHTHALENECARBOXAMIDE

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

Chemical Property:

• Appearance/Colour: pale yellow powder
• Vapor Pressure: 3.23E-08mmHg at 25°C
• Melting Point: 157-158 °C
• Refractive Index: 1.686
• Boiling Point: 436.2 °C at 760 mmHg
• PKA: 8.74±0.40(Predicted)
• Flash Point: 217.6 °C
• PSA: 58.56000
• Density: 1.273 g/cm³
• LogP: 4.26940
• 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: 400

Purity/Quality:

99% ^*data from raw suppliers

3-HYDROXY-2-NAPHTHOYL-ORTHO-PHENETIDIDE Aldrich ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: CCOC1=CC=CC=C1NC(=O)C2=CC3=CC=CC=C3C=C2O

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

There total 4 articles about 2-Naphthalenecarboxamide, N-(2-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: 98.0%

ortho-phenitidine (94-70-2) + 3-Hydroxy-2-naphthoic acid (92-70-6) → N-(2-ethoxyphenyl)-3-hydroxynaphthalene-2-carboxamide (92-74-0)

Guidance literature:

With phosphorus trichloride; In chlorobenzene; at 70 - 129 ℃; for 3h; Large scale;

Reference yield:

2-amino-phenol (95-55-6) → N-(2-ethoxyphenyl)-3-hydroxynaphthalene-2-carboxamide (92-74-0)

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:

3-Hydroxy-2-naphthoic acid (92-70-6) → N-(2-ethoxyphenyl)-3-hydroxynaphthalene-2-carboxamide (92-74-0)

Guidance literature:

beim aufeinanderfolgenden Umsetzen mit PCl₃ und o-Phenetidin;

upstream raw materials:

3-Hydroxy-2-naphthoic acid

ortho-phenitidine

2-amino-phenol

Downstream raw materials:

C₃₃H₂₈N₄O₅

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.