N-(2,5-Dimethoxyphenyl)-3-hydroxy-2-naphthamide

Base Information

• Chemical Name: N-(2,5-Dimethoxyphenyl)-3-hydroxy-2-naphthamide
• CAS No.: 92-73-9
• Molecular Formula: C19H17 N O4
• Molecular Weight: 323.348
• Hs Code.: 2924299090
• European Community (EC) Number: 202-183-4
• NSC Number: 37618
• UNII: 3NV5QT373M
• DSSTox Substance ID: DTXSID7059062
• Nikkaji Number: J73.261C
• Wikidata: Q72468327
• Mol file: 92-73-9.mol

Synonyms:2-Naphthanilide,3-hydroxy-2',5'-dimethoxy- (6CI,7CI,8CI);3-Hydroxy-2',5'-dimethoxy-2-naphthanilide; Brenthol FO; C.I. Azoic CouplingComponent 19; NSC 37618; Naphthol AS-BG; Naphtol AS-BG; Naphtol AS-BG Supra;Sanatol BG; Solunaptol FOL; Tulathol AS-BG

Chemical Property of N-(2,5-Dimethoxyphenyl)-3-hydroxy-2-naphthamide

Chemical Property:

• Boiling Point: 459.1oC at 760 mmHg
• Flash Point: 231.4oC
• PSA: 67.79000
• Density: 1.299g/cm3
• LogP: 3.88790
• XLogP3: 4.1
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 4
• Exact Mass: 323.11575802
• Heavy Atom Count: 24
• Complexity: 430

Purity/Quality:

98%,99%, ^*data from raw suppliers

N-(2,5-Dimethoxyphenyl)-3-hydroxy-2-naphthamide 95+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi,Xn
• Hazard Codes: Xi,Xn

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of N-(2,5-Dimethoxyphenyl)-3-hydroxy-2-naphthamide

There total 2 articles about N-(2,5-Dimethoxyphenyl)-3-hydroxy-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: 57.0%

3-Hydroxy-2-naphthoic acid (92-70-6) + 2,5-dimethoxyaniline (102-56-7,102526-87-4) → N-(2,5-dimethoxyphenyl)-3-hydroxynaphthalene-2-carboxamide (92-73-9)

Guidance literature:

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

DOI:10.3390/ijms21186583

Reference yield:

3-hydroxynaphthalene-2-carboxylic acid (39110-32-2) + 2,5-dimethoxyaniline (102-56-7,102526-87-4) → N-(2,5-dimethoxyphenyl)-3-hydroxynaphthalene-2-carboxamide (92-73-9)

Guidance literature:

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

DOI:10.3390/molecules26144336

Reference yield: 66.0%

4-amino-1,8-naphthalic anhydride (6492-86-0) + N-(2,5-dimethoxyphenyl)-3-hydroxynaphthalene-2-carboxamide (92-73-9) → 4-(1,3-dioxo-1H,3H-benzo[de]isochromen-6-ylazo)-3-hydroxy-naphthalene-2-carboxylic acid (2,5-dimethoxy-phenyl)-amide

Guidance literature:

4-amino-1,8-naphthalic anhydride; With hydrogenchloride; sodium nitrite; In water; N,N-dimethyl-formamide; cooling;

N-(2,5-dimethoxyphenyl)-3-hydroxynaphthalene-2-carboxamide; With sodium hydroxide; In water; N,N-dimethyl-formamide; for 1h; cooling;

DOI:10.1139/v04-009

upstream raw materials:

3-Hydroxy-2-naphthoic acid

2,5-dimethoxyaniline

3-hydroxynaphthalene-2-carboxylic acid

Refernces

• 1、 Bak, Andrzej,Cizek, Alois,Gonec, Tomas,Jampilek, Josef,Kos, Jiri,Kozik, Violetta,Michnova, Hana,Pospisilova, Sarka,Smolinski, Adam. "Consensus-based pharmacophore mapping for new set of n-(Disubstituted-phenyl)-3-hydroxyl-naphthalene-2-carboxamides". . p. 1 - 23. Retrieved 2020/09/15.