5'-Chloro-3-hydroxy-2'-methyl-2-naphthanilide

Base Information

• Chemical Name: 5'-Chloro-3-hydroxy-2'-methyl-2-naphthanilide
• CAS No.: 135-63-7
• Molecular Formula: C18H14ClNO2
• Molecular Weight: 311.768
• Hs Code.: 2924299090
• European Community (EC) Number: 205-207-1
• NSC Number: 37187
• DSSTox Substance ID: DTXSID1059654
• Nikkaji Number: J5.610C
• Wikidata: Q72451874
• ChEMBL ID: CHEMBL1544847
• Mol file: 135-63-7.mol

Synonyms:135-63-7;5'-Chloro-3-hydroxy-2'-methyl-2-naphthanilide;Naphthol AS-KB;n-(5-chloro-2-methylphenyl)-3-hydroxy-2-naphthamide;Naphtanilide KB;Naphtol AS-KB;N-(5-chloro-2-methylphenyl)-3-hydroxynaphthalene-2-carboxamide;Acco Naphthol AS-KB;Naphthanilid KB;Naphtazol C;Hiltonaphthol AS-KB;Acco Naf-Sol AS-KB;2-Naphthalenecarboxamide, N-(5-chloro-2-methylphenyl)-3-hydroxy-;Amanil Naphthol AS-KB;C.I. Azoic Coupling Component 21;MLS000738149;C.I. 37526;EINECS 205-207-1;NSC 37187;SMR000393909;N-(5-chloro-2-methylphenyl)-3-hydroxy-2-naphthalenecarboxamide;2-Naphtho-o-toluidide, 5'-chloro-3-hydroxy-;EC 205-207-1;Azoic Coupling Component 21;cid_67275;2-hydroxy-3-naphthoyl-(2'-methyl-5'-choro)aniline;SCHEMBL5319772;CHEMBL1544847;DTXSID1059654;BDBM61845;NSC37187;MFCD00021636;NSC-37187;AKOS016008967;NCGC00246935-01;AS-68768;C.I.37526;C2102;CS-0207041;FT-0631788;D89491;N-(5-Chloro-o-tolyl)-3-hydroxy-2-naphthamide;5'-Chloro-N-(3-hydroxy-2-naphthoyl)-o-toluidine;A806961;W-109483;N-(5-chloro-2-methyl-phenyl)-3-hydroxy-2-naphthamide;N-(5-chloranyl-2-methyl-phenyl)-3-oxidanyl-naphthalene-2-carboxamide

Chemical Property of 5'-Chloro-3-hydroxy-2'-methyl-2-naphthanilide

Chemical Property:

• Vapor Pressure: 8.77E-08mmHg at 25°C
• Melting Point: 244 °C
• Refractive Index: 1.717
• Boiling Point: 423.843 °C at 760 mmHg
• PKA: 8.69±0.40(Predicted)
• Flash Point: 210.133 °C
• PSA: 49.33000
• Density: 1.361 g/cm³
• LogP: 4.83250
• Solubility.: soluble in Tetrahydrofuran
• XLogP3: 5.2
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 2
• Exact Mass: 311.0713064
• Heavy Atom Count: 22
• Complexity: 403

Purity/Quality:

99% ^*data from raw suppliers

5'-Chloro-3-hydroxy-2'-methyl-2-naphthanilide >96.0%(N) ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=C(C=C(C=C1)Cl)NC(=O)C2=CC3=CC=CC=C3C=C2O

Technology Process of 5'-Chloro-3-hydroxy-2'-methyl-2-naphthanilide

There total 1 articles about 5'-Chloro-3-hydroxy-2'-methyl-2-naphthanilide 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:

3-Hydroxy-2-naphthoic acid (92-70-6) + 5-chloro-2-methyl-benzenamine (95-79-4) → 3-hydroxy-[2]naphthoic acid-(5-chloro-2-methyl-anilide) (135-63-7)

Guidance literature:

With phosphorus trichloride; Multistep reaction; 1) xylene, 80 deg C, 10 min; 2) xylene, reflux, 2 h;

DOI:10.1021/ac00080a022

Reference yield:

3-hydroxy-[2]naphthoic acid-(5-chloro-2-methyl-anilide) (135-63-7) + 3-amino-4-methoxybenzoic acid phenylamide (120-35-4) → C32H25ClN4O4 (68227-78-1)

Guidance literature:

3-hydroxy-[2]naphthoic acid-(5-chloro-2-methyl-anilide); With sodium hydroxide; In methanol; water;

3-amino-4-methoxybenzoic acid phenylamide; With hydrogenchloride; acetic acid; sodium nitrite; In methanol; water; at 5 ℃; Further stages;

Reference yield:

3-hydroxy-[2]naphthoic acid-(5-chloro-2-methyl-anilide) (135-63-7) → Phosphoric acid mono-[3-(5-chloro-2-methyl-phenylcarbamoyl)-naphthalen-2-yl] ester

Guidance literature:

With phosphorus pentachloride; In 1,4-dioxane; at 50 ℃; for 1h;

DOI:10.1021/ac00080a022

upstream raw materials:

3-Hydroxy-2-naphthoic acid

5-chloro-2-methyl-benzenamine

Downstream raw materials:

C₃₂H₂₅ClN₄O₄

Refernces