N-(4-Chloro-2-methylphenyl)-3-(phosphonooxy)naphthalene-2-carboxamide

Base Information

• Chemical Name: N-(4-Chloro-2-methylphenyl)-3-(phosphonooxy)naphthalene-2-carboxamide
• CAS No.: 2616-72-0
• Molecular Formula: C₁₈H₁₅ClNO₅P
• Molecular Weight: 391.748
• Hs Code.: 2924299090
• European Community (EC) Number: 220-046-7
• DSSTox Substance ID: DTXSID10180781
• Nikkaji Number: J192.121E
• Wikidata: Q83051387
• Mol file: 2616-72-0.mol

Synonyms:naphthol AS-TR phosphate;NASTRp compound

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

Chemical Property:

• Boiling Point: °Cat760mmHg
• PKA: 1.04±0.30(Predicted)
• Flash Point: °C
• PSA: 105.67000
• Density: 1.522g/cm³
• LogP: 4.59840
• Storage Temp.: 2-8°C
• XLogP3: 3.3
• Hydrogen Bond Donor Count: 3
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 4
• Exact Mass: 391.0376373
• Heavy Atom Count: 26
• Complexity: 556

Purity/Quality:

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

NaphtholAS-TRPhosphate ^*data from reagent suppliers

Safty Information:

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36

MSDS Files:

Total 1 MSDS from other Authors

Useful:

• Chemical Classes: Nitrogen Compounds -> Amines, Polyaromatic
• Canonical SMILES: CC1=C(C=CC(=C1)Cl)NC(=O)C2=CC3=CC=CC=C3C=C2OP(=O)(O)O
• Uses: Naphthol AS-TR Phosphate is a novel composition useful for treating cancer.

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

There total 3 articles about N-(4-Chloro-2-methylphenyl)-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 ASTR (92-76-2) → Phosphoric acid mono-[3-(4-chloro-2-methyl-phenylcarbamoyl)-naphthalen-2-yl] ester (2616-72-0)

Guidance literature:

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

DOI:10.1021/ac00080a022

Reference yield:

3-Hydroxy-2-naphthoic acid (92-70-6) → Phosphoric acid mono-[3-(4-chloro-2-methyl-phenylcarbamoyl)-naphthalen-2-yl] ester (2616-72-0)

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:

4-chloro-2-methylbenzeneamine (95-69-2) → Phosphoric acid mono-[3-(4-chloro-2-methyl-phenylcarbamoyl)-naphthalen-2-yl] ester (2616-72-0)

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 ASTR

3-Hydroxy-2-naphthoic acid

4-chloro-2-methylbenzeneamine

Refernces