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ChemicalBook CAS DataBase List 2-NAPHTHALEN-2-YL-BENZOOXAZOL-5-YLAMINE

2-NAPHTHALEN-2-YL-BENZOOXAZOL-5-YLAMINE synthesis

2synthesis methods
-

Yield:95888-12-3 75%

Reaction Conditions:

with polyphosphoric acid (PPA) at 180;

Steps:

2 Synthesis of 2-(naphthalene-2-yl)benzo[d]oxazole-5-amine (Derivative No.3)

Synthesis Example 2
Synthesis of 2-(naphthalene-2-yl)benzo[d]oxazole-5-amine (Derivative No.3)
2-(naphthalene-2-yl)benzo[d]oxazole-5-amine (Derivative No.3) was synthesized according to Reaction Scheme 2 below:
80 μmol of 2,4-diaminophenol.2HCl and 80 μmol of naphthalene-2-carboxylic acid were dissolved in 100 mg of PPA, and then, the mixed solution was stirred at a temperature of 180° C. for 3 to 4 hours.
After completion of the reaction, the reaction solution was cooled, neutralized with 10% NaOH, and filtered by using distilled water for recrystallization in a slow manner, thereby obtaining 15.6 mg of 2-(naphthalene-2-yl)benzo[d]oxazole-5-amine (Derivative No.3) (yield: 75%).
1H NMR (400 MHz, Chloroform-d) δ 8.53 (d, J=1.5 Hz, 1H), 8.17 (dt, J=7.5, 1.8 Hz, 1H), 8.09 (dd, J=7.5, 1.4 Hz, 1H), 8.01-7.92 (m, 2H), 7.52 (dtd, J=21.4, 7.4, 1.7 Hz, 2H), 7.29 (d, J=1.6 Hz, 1H), 7.21 (d, J=7.6 Hz, 1H), 6.84 (dd, J=7.5, 1.5 Hz, 1H), 3.38 (s, 2H).

References:

US2015/197498,2015,A1 Location in patent:Paragraph 0073; 0074; 0075