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2-METHYL-4-NITRO-1,3-BENZOXAZOLE synthesis

6synthesis methods
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Yield:478553-83-2 95%

Steps:

474.A A.

A. 2-Methyl-4-nitrobenzoxazole (474A) To 2-amino-3-nitrophenol (6.17 g, 40.0 mmol) was added triethylorthoacetate (25.96 g, 160.0 mmol) and the mixture was heated at 100° C. for 12 h to give a dark red solution. Cooling to room temperature produced a crystalline mass which was filtered and washed with hexane to give compound 474A (6.78 g, 95%) as light maroon needles. HPLC: 98.1% at 1.86 min (retention time) (YMC S5 ODS column, 4.6*50 mm, eluding with 10-90% aqueous methanol over 4 min containing 0.2% phosphoric acid, 4 mL/min, monitoring at 220 nm). MS (ES): m/z 179.08 [M+H]+.

References:

US2004/77605,2004,A1 US2005/119228,2005,A1