PDF《pure heterocycles》

) a c d e f g h b O H N O O OMe Pale yellow liquid. Rf= 0.83 (in hexane : ethyl acetate =

7 : 3). IR (neat)

1731 (C=O) cm-1 ,

3350 (NH) cm-1 .

1 H NMR (CDCl3,

400 MHz) ?4.60 (s, 2H, c), 3.77 (s, 3H, a), 3.19-3.24 (m, 2H, e), 1.47-1.52 (m, 2H, f), 1.31-1.39 (m, 2H, g), 0.93 (t, J= 7.2 Hz, 3H, h).

13 C NMR (CDCl3,

100 MHz) ??169.3 (b), 155.4 (d), 60.8 (c), 52.0 (a), 40.8 (e), 31.7 (f), 20.0 (g), 13.6 (h) MS (EI,

70 eV) m/z

157 (M+ , 6),

115 (35),

102 (100). HRMS calcd for C8H15NO4: 189.1001, found: m/z 189.1001 (EI, (M+ ), +0.0 mmu). S7 3-(4-Methoxyphenyl)-oxazolidine-2,4-dione (2b) Colorless solid. mp. 120-121 o C. IR (KBr)

1740 (C=O) cm-1 ,

1736 (C=O) cm-1 .

1 H NMR (CDCl3,

400 MHz) ??7.33 (d, J = 8.9 Hz, 2H, e), 7.01 (d, J = 8.9 Hz, 2H, f), 4.87 (s, 2H, a), 3.84 (s, 3H, h).

13 C NMR (CDCl3,

100 MHz) ??169.5 (b), 159.8 (g), 154.8 (c), 127.0 (e), 123.0 (d), 114.6 (f), 67.7 (a), 55.5 (h). MS (EI,

70 eV) m/z

207 (M+ , 100),

149 (42),

135 (66),

120 (55). HRMS calcd for C10H9NO4: 207.0532, found: m/z 207.0528 (EI, (M+ ), -0.4 mmu). Anal. Calcd for C10H9NO4 : H, 4.38;

C, 57.97;

N, 6.76, found: H, 4.24;

C, 57.92;

N, 6.61. 3-(4-Iodo-phenyl)-oxazolidine-2,4-dione (2c) O N O O I a c d e f g b Pale yellow solid. mp.

166 o C. IR (KBr)

1750 (C=O) cm-1 ,

1748 (C=O) cm-1 .

1 H NMR (CDCl3,

400 MHz) ??7.84 (d, J = 8.8Hz, 2H, e), 7.22 (d, J= 8.8 Hz, 2H, f), 4.87 (s, 2H, a).

13 C NMR (CDCl3,

100 MHz) ??168.7 (b), 153.6 (c), 138.6 (f), 130.3 (d), 127.0 (e), 94.4 (g), 67.7 (a) MS (EI,

70 eV) m/z

303 (M+ , 100),

245 (25),

231 (31),

90 (12). HRMS calcd for C9H6INO3: 303.9393, found: m/z 303.9391 (EI, (M+ ), -0.2 mmu). Anal. Calcd for C9H6INO3: H, 2.00;

C, 35.67;

N, 4.62, found: H, 2.08;

C, 35.82;

N, 4.62. S8 3-Butyl-2-thioxo-oxazolidin-4-one (3a) O N S O a c d e f g b Pale yellow liqu........