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2-(2-HYDROXYETHYL)-6-NITRO-2H-1,4-BENZOXAZIN-3(4H)-ONE synthesis

2synthesis methods
-

Yield: 35%

Steps:

R.26 3,4-Dihydro-2-(2-hydroxyethyl)-6-nitro-3-oxo-2H-1,4-benzoxazine
3,4-Dihydro-2-(2-hydroxyethyl)-6-nitro-3-oxo-2H-1,4-benzoxazine Prepared from 2-amino-4-nitrophenol by method D in 35% yield, mp 173.5°-175° C.; MS (FAB) MH+ 239; IR (KBr) 3401, 3092, 2932, 1595, 1536, 1499, 1323, 1213, 1144, 1100, 945, 474 cm-1; 1 H NMR (DMSO-d6) δ11.06 (br s, 1H), 7.85 (dd, 1H, J=2.59, 8.90 Hz), 7.74 (d, 1H, J=2.54 Hz), 7.17 (d, 1H, J=8.90 Hz), 4.88 (dd, 1H, J=3.88, 8.90 Hz), 4.71 (m, 1H), 3.56 (m, 2H), 2.03 (m, 1H), 1.90 (m, 1H). Anal. Calc'd for C10 H10 N2 O5: C 50.42, H 4.23, N 11.76. Found: C 50.48, H 4.21, N 11.44.

References:

Ortho Pharmaceutical Corporation US5696117, 1997, A

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