Arbeit komplett 12.07.2003 komplett Annahmeste - ArchiMeD

10 Experimenteller, chemisch-präparativer Teil 234
1 H-NMR δ [ppm]:
(300 MHz) DMSO-d6
13 C-NMR δ [ppm]:
(75 MHz) DMSO-d6
3.64-3.65 (s, s, 6H, 2xCH3, N-CH3, 1'''-H); 6.45 (d,
3 J=15.97, 1H, CH, 2''-H ((E)-Isomer)); 7.29 (dd, 3 J=7.63,
3 J=7.15, 1H, CH, 6-H); 7.38 (dd, 3 J=7.63, 3 J=7.39, 1H, CH,
5-H); 7.48 (d, 3 J=15.97, 1H, CH, 3''-H ((E)-Isomer)); 7.65
(d, 3 J=8.11, 1H, CH, 7-H); 7.81 (d, 3 J=8.82, 2H, 2xCH, 2'-H,
6'-H); 8.00 (d, 3 J=7.87, 1H, CH, 4-H); 8.43 (d, 3 J=8.58, 2H,
2xCH, 3'-H, 5'-H)
31.2 (CH3, N-CH3); 50.9 (CH3, C-1'''); 109.7 (Cq, C-3);
111.0 (CH, C-7); 112.8 (CH, C-2''); 120.3 (CH, C-4); 121.9
(CH, C-5); 123.4 (CH, C-6); 123.6 (2xCH, C-3' und C-5');
124.5 (Cq, C-3a); 132.2 (2xCH, C-2' und C-6'); 135.9 (Cq,
C-7a); 137.3 (CH, C-3''); 137.8 (Cq, C-1'); 142.5 (Cq, C-2);
147.7 (CH, C-4'); 166.9 (Cq, C-1'')
EI-MS (70 eV); m/z (%) 336.0 (_, 100.00), 305.0 (15.88), 276.0 (68.58), 259.0
(22.14), 231.3 (49.31), 216.1 (13.17), 202.1 (10.22), 57.8
(15.38), 43.9 (72.76)
Elementaranalyse (%): Ber.: C: 67.85 H: 4.79 N: 8.33
Gef.: C: 66.07 H: 4.91 N: 8.06
UV/VIS [nm]: lgε
CH2Cl2
λmax: 328.8 (5.38); λ1: 260.6 (5.22); λ2: 238.6 (5.30)
IR (KBr); ö [cm -1 ] 3103 (w) 3056 (w) 2980 (w) 2946 (w) 2897 (w)
2882 (w) 1714 (s) 1619 (s) 1572 (m) 1514 (s)
1469 (s) 1436 (m) 1417 (m) 1390 (m) 1367 (s)
1342 (s) 1307 (s) 1287 (s) 1258 (m) 1245 (m)
1213 (s) 1175 (s) 1158 (s) 1136 (s) 1107 (m)
1072 (s) 1038 (m) 1015 (m) 986 (m) 935 (w)
860 (s) 842 (m) 816 (m) 745 (s) 730 (m)
700 (m)
10.3.2.24 (E)-3-[2-(4-Nitrophenyl)-1H-indol-3-yl]-acrylsäureethylester (85)
6
5
7
4
7a
Summenformel: C19H16N2O4
3a
1
N
H
3
3''
2
1'
6'
1''
2''
2'
CO 2C 2H 5
5'
3'
4'
1''', 2'''
NO2