2
650
Helvetica Chimica Acta – Vol. 95 (2012)
N-{(1E)-[4-(Dimethylamino)phenyl]methylidene}benzenemethanamine (1v) [35]. Yield: 0.698 g,
1
9
2
8%. Pale yellow solid. H-NMR (400 MHz, CDCl ): 2.99 (s, Me N, 6 H); 4.74 (s, 2 H); 6.68 (d, J ¼ 8.8,
3
2
H); 7.21 (m, 1 H); 7.31 (d, J ¼ 4.4, 4 H); 7.64 (d, J ¼ 8.7, 2 H); 8.25 (s, CH ¼ N).
5
-(4-Chlorobenzylidene)pyrimidine-2,4,6(1H,3H,5H)-trione (2a) [36]. Yield: 0.505 g, 67%. Yellow
1
solids. M.p. 2828 ([37]: 2808). H-NMR (400 MHz, (D )DMSO): 7.54 (d, J ¼ 8.8, 2 H); 8.08 (d, J ¼ 8.6,
6
2
H); 8.25 (s, 1 H); 11.27 (s, 1 H); 11.41 (s, 1 H).
5
-(4-Methoxybenzylidene)pyrimidine-2,4,6(1H,3H,5H)-trione (2b) [36]. Yield: 0.622 g, 90%. Yellow
1
solids. M.p. 2788 ([37]: 2768). H-NMR (400 MHz, (D )DMSO): 3.88 (s, 3 H); 7.07 (d, J ¼ 9.1, 2 H); 8.25
6
(
s, 1 H); 8.37 (d, J ¼ 8.9, 2 H); 11.17 (s, 1 H); 11.29 (s, 1 H).
5
-[4-(Dimethylamino)benzylidene]pyrimidine-2,4,6(1H,3H,5H)-trione (2c) [37]. Yield: 0.620 g,
1
8
0%. Orange solids. M.p. 259 – 2608 ([38]: 262 – 2638). H-NMR (400 MHz, (D )DMSO): 3.12 (s,
6
6
H); 6.80 (d, J ¼ 9.3, 2 H); 8.15 (s, 1 H); 8.43 (d, J ¼ 9.3, 2 H); 10.92 (s, 1 H); 11.05 (s, 1 H).
5
-(Thiophen-2-ylmethylidene)pyrimidine-2,4,6(1H,3H,5H)-trione (2d) [36]. Yield: 0.580 g, 87%.
1
Brown yellow solids. M.p. 2758 ([37]: 2738). H-NMR (400 MHz, (D )DMSO): 7.36 (dd, J ¼ 5.0, 1 H);
6
8
.18 (d, J ¼ 3.9, 1 H); 8.28 (d, J ¼ 4.6, 1 H); 8.57 (s, 1 H); 11.26 (s, 1 H); 11.30 (s, 1 H).
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