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ChemicalBook CAS DataBase List 3-Hydroxy-2-naphthoyl-ortho-phenetidide
92-74-0

3-Hydroxy-2-naphthoyl-ortho-phenetidide synthesis

3synthesis methods
2-Ethoxybenzenamine and 3-Hydroxy-2-naphthoic acid condensation.
-

Yield: 61%

Reaction Conditions:

with phosphorus trichloride in chlorobenzene at 130; for 0.25 h;

Steps:

3.2.2. General Procedure for the Synthesis of Carboxamide Derivatives 2-8c
General procedure: 3-Hydroxynaphthalene-2-carboxylic acid (5.3 mmol) and the appropriate alkoxyaniline (5.3 mmol) were suspended in dry chlorobenzene (25 mL). Phosphorous trichloride (0.23 mL, 2.7 mmol) was added dropwise, and the reacting mixture was heated in the microwave reactor at maximal allowed power 500 W and 130°C, using infrared flask-surface control of temperature, for 15 min. The solvent was evaporated under reduced pressure and the solid residue washed with 50 mL of 2 M HCl. The crude product was recrystallized from aqueous ethanol.

References:

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 [Molecules,2015,vol. 20,# 6,p. 9767 - 9787]

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