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11 Experimenteller Teil

290

Nach Umkristallisation aus MeOH werden 139 mg (85%) von N-(4-Fluorbenzyliden)-

4-(benzo[

d]thiazol-2-yl)benzenamin 387 als gelber Feststoff erhalten.

H-NMR (300 MHz, CDCl

= 8.35 (s, 1H, 12-H), 8.00 (d, 2H, 9-H, J = 8.3 Hz),

7.94 (

d, 1H, 5-H, J = 8.8 Hz), 7.74 (d, 1H, 2-H, J = 7.8 Hz), 7.60 (d, 2H, 14-H, J = 8.3

Hz), 7.40 (

t, 1H, 4-H, J = 7.5 Hz), 7.28 (t, 1H, 3-H, J = 7.5 Hz), 7.01 (d, 2H, 15-H, J =

8.3 Hz), 6.90 (

d, 2H, 10-H, J = 8.4 Hz) ppm.

C-NMR (75 MHz, CDCl

= 166.4 (7-C), 164.0 (16-C), 160.9 (12-C), 154.4 (6-C),

153.2 (11-C), 135.8 (1-C), 131.5 (8-C), 131.0 (14-C), 129.4 (13-C), 128.5 (9-C),

128.0 (3-C), 126.3 (4-C), 124.5 (2-C), 123.0 (5-C), 121.8 (10-C), 116.4 (15-C) ppm.

11.22.3.2 Herstellung von N-(3,5-Difluorbenzyliden)-4-(benzo[d]thiazol-2-

yl)benzenamin (388)

8 11

109

12 13

Nach Umkristallisation aus MeOH werden 120 mg (68%) von

N-(3,5-

Difluorbenzyliden)-4-(benzo[

d]thiazol-2-yl)benzenamin 388 als gelber Feststoff

erhalten.

H-NMR (300 MHz, CDCl

= 8.30 (s, 1H, 12-H), 8.03 (d, 2H, 9-H, J = 8.4 Hz),

7.96 (

d, 1H, 5-H, J = 8.9 Hz), 7.79 (d, 1H, 2-H, J = 7.9 Hz), 7.42–7.26 (m, 4H, 3-H, 4-

H, 14-H), 7.20 (

d, 2H, 10-H, J = 8.4 Hz), 6.84 (t, 1H, 16-H, J = 8.6 Hz) ppm.

C-NMR (75 MHz, CDCl

= 167.2 (7-C), 164.8 (C-F), 161.5 (C-F), 158.5 (12-C),

154.2 (6-C), 153.1 (11-C), 139.2 (13-C), 135.0 (1-C), 131.9 (8-C), 128.6 (9-C), 126.3

(3-C), 125.2 (4-C), 123.2 (10-C), 121.5 (2-C, 5-C), 111.6 (14-C), 107.1 (16-C) ppm.

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Sharp R-120DW Manual do Utilizador Página 314