N-(4-Chlorophenyl)-3-(phosphonooxy)naphthalene-2-carboxamide

Base Information

• Chemical Name: N-(4-Chlorophenyl)-3-(phosphonooxy)naphthalene-2-carboxamide
• CAS No.: 18228-17-6
• Molecular Formula: C₁₇H₁₃ClNO₅P
• Molecular Weight: 377.721
• European Community (EC) Number: 242-106-1
• NSC Number: 746568
• UNII: H6R6B93QFC
• DSSTox Substance ID: DTXSID10171275
• Nikkaji Number: J266.064D
• Wikidata: Q27097463
• Metabolomics Workbench ID: 151385
• ChEMBL ID: CHEMBL1234585
• Mol file: 18228-17-6.mol

Synonyms:KG 501;KG-501;KG501 cpd;naphthol AS-E phosphate

Chemical Property of N-(4-Chlorophenyl)-3-(phosphonooxy)naphthalene-2-carboxamide

Chemical Property:

• Boiling Point: °Cat760mmHg
• PKA: 1.04±0.30(Predicted)
• Flash Point: °C
• PSA: 105.67000
• Density: 1.567g/cm³
• LogP: 4.29000
• Storage Temp.: 2-8°C
• XLogP3: 3
• Hydrogen Bond Donor Count: 3
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 4
• Exact Mass: 377.0219872
• Heavy Atom Count: 25
• Complexity: 519

Purity/Quality:

99% min ^*data from raw suppliers

Naphthol AS-E phosphate ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: C1=CC=C2C=C(C(=CC2=C1)C(=O)NC3=CC=C(C=C3)Cl)OP(=O)(O)O

Technology Process of N-(4-Chlorophenyl)-3-(phosphonooxy)naphthalene-2-carboxamide

There total 3 articles about N-(4-Chlorophenyl)-3-(phosphonooxy)naphthalene-2-carboxamide 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:

naphthol AS-E (92-78-4) → [3-[(4-chlorophenyl)carbamoyl]-naphthalen-2-yl] dihydrogen phosphate (18228-17-6)

Guidance literature:

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

DOI:10.1021/ac00080a022

Reference yield:

4-chloro-aniline (106-47-8) → [3-[(4-chlorophenyl)carbamoyl]-naphthalen-2-yl] dihydrogen phosphate (18228-17-6)

Guidance literature:

Multi-step reaction with 2 steps

1: 2.) PCl₃ / 1) xylene, 80 deg C, 10 min; 2) xylene, reflux, 2 h

2: PCl₅ / dioxane / 1 h / 50 °C

With phosphorus pentachloride; phosphorus trichloride; In 1,4-dioxane;

DOI:10.1021/ac00080a022

Reference yield:

3-Hydroxy-2-naphthoic acid (92-70-6) → [3-[(4-chlorophenyl)carbamoyl]-naphthalen-2-yl] dihydrogen phosphate (18228-17-6)

Guidance literature:

Multi-step reaction with 2 steps

1: 2.) PCl₃ / 1) xylene, 80 deg C, 10 min; 2) xylene, reflux, 2 h

2: PCl₅ / dioxane / 1 h / 50 °C

With phosphorus pentachloride; phosphorus trichloride; In 1,4-dioxane;

DOI:10.1021/ac00080a022

upstream raw materials:

naphthol AS-E

4-chloro-aniline

3-Hydroxy-2-naphthoic acid

Downstream raw materials:

3-(3-aminopropoxy)-N-(4-chlorophenyl)-2-naphthamide hydrochloride

Refernces