REACTION OF N-ISOCYANIMINOTRIPHENYLPHOSPHORANE
647
3-Hydroxy-3-{5-[(E)-2-(3-methoxyphenyl)-1-ethenyl]-1,3,4-oxadiazol-2-
yl}-2-butanone (4g)
White powder (261 mg, yield 87%); mp 70–72 ◦C; 1H NMR (CDCl3): δ = 1.93 (s,
3H, CH3), 2.35 (s, 3H, CH3), 3.83 (s, 3H, OCH3), 4.73 (s, 1H, OH), 6.91–7.35 (m, 5H,
3
arom-H and CH), 7.52 (d, JHH = 16.5 Hz, 1H, CH); 13C NMR (CDCl3): δ = 23.3
(CH3), 23.8 (CH3), 55.3 (s, 3H, OCH3), 75.8 (C–OH), 109.6 (CH ), 140.1 (CH ), 112.5
(CH), 116.1 (CH), 120.3 (CH), 130.0 (CH), 135.8 (C), 160.0 (C), 164.9 (C N), 165.3
(C N), 204.6 (C O). IR (neat): υmax = 3236, 3004, 2922, 1730, 1650, 1580, 1466, 1108,
876, 795, 687 cm−1. Anal. calcd. for C15H16N2O4 (288.11): C, 62.49; H, 5.59; N, 9.72.
Found: C, 62.44; H, 5.64; N, 9.67%.
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