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ChemicalBook CAS DataBase List 2-PHENYL-BENZOOXAZOL-5-YLAMINE

2-PHENYL-BENZOOXAZOL-5-YLAMINE synthesis

9synthesis methods
-

Yield:41373-37-9 97%

Reaction Conditions:

polyphosphoric acid at 110 - 180; for 3 h;

Steps:

1A; 14

To polyphosphoric acid at HO0C were added simultaneously 2,4-diaminophenol dihydrochloride (7.88g, 40mmol) and benzoic acid (4.88g, 40mmol). The resulting mixture was then heated to 18O0C for 3h. The solution was then poured into water. The resulting precipitate was collected by filtration and washed with saturated sodium bicarbonate solution. The crude product was recrystallised from ethanol/water to afford 8.15g (97%) of the title compound (LCMS RT= 5.17min, MH4" 211.1) 1H NMR (DMSO): 8.15-8.12 (2H, m), 7.60-7.56 (3H, m), 7.42 (IH, d, J 8.7 Hz), 6.89 (IH, d, J2.1 Hz), 6.68 (IH, dd, J8.6 2.2 Hz), 5.12 (2H, s)

References:

WO2007/91106,2007,A2 Location in patent:Page/Page column 51

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