982 J. Chin. Chem. Soc., Vol. 52, No. 5, 2005
Al-Sehemi and Bakhite
9d
IR: 1600 (C=N). 1H NMR (CDCl3): 7.0-7.4 (dd, 4H, ArH’s), 3.1 (t, 2H, CH2 at C-7), 2.6 (t, 2H, CH2 at
C-9), 2.3 (s, 3H, CH3 at C-2), 1.9-2.1 (p, 2H, CH2 at C-8). MS; m/z = 386 (M+, 100%).
9e
IR: 1600 (C=N). 1H NMR (CDCl3): 7.0-7.4 (dd, 4H, ArH’s), 3.9 (s, 3H, OCH3), 3.1 (t, 2H, CH2 at C-
7), 2.7 (t, 2H, CH2 at C-10), 2.2 (s, 3H, CH3 at C-2), 1.5-2.0 (m, 4H, 2CH2 at C-8,9).
IR: 1600 (C=N). 1H NMR (CDCl3): 7.0-7.4 (dd, 4H, ArH’s), 3.0 (t, 2H, CH2 at C-7), 2.6 (t, 2H, CH2 at
C-10), 2.2 (s, 3H, CH3 at C-2), 1.5-2.0 (m, 4H, 2CH2 at C-8,9).
9f
10a
10b
10c
10d
10e
10f
11a
11b
IR: 3200 (NH). 1H NMR (TFA): 8.6 (s, 1H, CH pyrimidine), 7.0-7.4 (dd, 4H, ArH’s), 3.1 (t, 2H, CH2
at C-7), 2.7 (t, 2H, CH2 at C-9), 2.2 (p, 2H, CH2 at C-8).
IR: 3200 (NH). 1H NMR (TFA): 8.6 (s, 1H, CH pyrimidine), 7.0-7.4 (dd, 4H, ArH’s), 4.0 (s, 3H,
OCH3), 3.0 (t, 2H, CH2 at C-7), 2.6 (t, 2H, CH2 at C-10), 1.6-2.1 (m, 4H, 2CH2 at C-8,9).
IR: 3200 (NH). 1H NMR (TFA): 7.1-7.5 (dd, 4H, ArH’s), 4.0 (s, 3H, OCH3), 3.1 (t, 2H, CH2 at C-7),
2.7 (t, 2H, CH2 at C-9), 2.4 (s, 3H, CH3 at C-2), 2.2 (p, 2H, CH2 at C-8).
IR: 3200 (NH). 1H NMR (TFA): 7.0-7.4 (dd, 4H, ArH’s), 3.0 (t, 2H, CH2 at C-7), 2.6 (t, 2H, CH2 at C-
9), 2.3 (3H, CH3 at C-2), 2.1 (p, 2H, CH2 at C-8). MS; m/z = 384 (M+, 67%).
IR: 3200 (NH). 1H NMR (TFA): 7.0-7.4 (dd, 4H, ArH’s), 3.9 (s, 3H, OCH3), 3.1 (t, 2H, CH2 at C-7),
2.7 (t, 2H, CH2 at C-10), 2.2 (s, 3H, CH3 at C-2), 1.5-2.0 (m, 4H, 2CH2 at C-8,9).
IR: 3200 (NH). 1H NMR (TFA): 7.0-7.4 (dd, 4H, ArH’s), 3.1 (t, 2H, CH2 at C-7), 2.6 (t, 2H, CH2 at C-
10), 2.2 (s, 3H, CH3 at C-2), 1.5-2.0 (m, 4H, 2CH2 at C-8,9).
IR: 1600 (C=N). 1H NMR (CDCl3): 8.5 (s, 1H, CH pyrimidine), 7.0-7.4 (dd, 4H, ArH’s), 3.1 (t, 2H,
CH2 at C-7), 2.8 (s, 3H, SCH3), 2.6 (t, 2H, CH2 at C-9), 2.2 (p, 2H, CH2 at C-8).
IR: 1600 (C=N). 1H NMR (CDCl3): 8.6 (s, 1H, CH pyrimidine), 7.0-7.4 (dd, 4H, ArH’s), 4.0 (s, 3H,
OCH3), 3.0 (t, 2H, CH2 at C-7), 2.8 (s, 3H, SCH3), 2.6 (t, 2H, CH2 at C-10), 1.6-2.1 (m, 4H, 2CH2 at C-
8,9). MS; m/z = 393 (M+, 100%).
11c
IR: 1730 (C=O). 1H NMR (CDCl3): 8.6 (s, 1H, CH pyrimidine), 7.0-7.4 (dd, 4H, ArH’s), 4.2 (q, 2H,
OCH2), 3.9 (s, 2H, SCH2), 3.7 (s, 3H, OCH3), 3.0 (t, 2H, CH2 at C-7), 2.6 (t, 2H, CH2 at C-10), 1.5-2.0
(m, 4H, 2CH2 at C-8,9), 1.2 (t, 3H, CH3 of ester).
11d
11e
IR: 1600 (C=N). 1H NMR (CDCl3): 7.0-7.4 (dd, 4H, ArH’s), 4.0 (s, 3H, OCH3), 3.0 (t, 2H, CH2 at C-
7), 2.8 (s, 3H, SCH3), 2.6 (t, 2H, CH2 at C-9), 2.2 (s, 3H, CH3 at C-2), 2.1 (p, 2H, CH2 at C-8).
IR: 1730 (C=O). 1H NMR (CDCl3): 7.0-7.4 (dd, 4H, ArH’s), 4.2 (q, 2H, OCH2), 3.9 (s, 2H, SCH2), 3.7
(s, 3H, OCH3), 3.0 (t, 2H, CH2 at C-7), 2.6 (t, 2H, CH2 at C-9), 2.3 (3H, CH3 at C-2), 2.1 (p, 2H, CH2
at C-8), 1.2 (t, 3H, CH3 of ester).
11f
IR: 1600 (C=N). 1H NMR (CDCl3): 7.0-7.4 (dd, 4H, ArH’s), 3.9 (s, 3H, OCH3), 3.1 (t, 2H, CH2 at C-
7), 2.9 (s, 3H, SCH3), 2.6 (t, 2H, CH2 at C-10), 2.2 (s, 3H, CH3 at C-2), 1.5-2.0 (m, 4H, 2CH2 at C-8,9).
IR: 1730 (C=O). 1H NMR (CDCl3): 7.0-7.4 (dd, 4H, ArH’s), 4.2 (q, 2H, OCH2), 3.9 (s, 2H, SCH2), 3.7
(s, 3H, OCH3), 3.0 (t, 2H, CH2 at C-7), 2.6 (t, 2H, CH2 at C-10), 2.3 (3H, CH3 at C-2), 2.1-1.5 (m, 4H,
2CH2 at C-8,9), 1.2 (t, 3H, CH3 of ester).
11g
12a
12b
12c
12d
12e
12f
IR: 3460, 3320, 3180 (NHNH2), 1640 (C=N). 1H NMR (DMSO-d6): 8.5 (s, 1H, CH pyrimidine), 8.1
(br, 1H, NH), 7.0-7.4 (dd, 4H, ArH’s), 4.2 (br, 2H, NH2), 3.1 (t, 2H, CH2 at C-7), 2.7 (t, 2H, CH2 at C-
9), 2.1 (p, 2H, CH2 at C-8).
IR: 3460, 3320, 3180 (NHNH2), 1640 (C=N). 1H NMR (DMSO-d6): 8.6 (s, 1H, CH pyrimidine), 8.0
(br, 1H, NH), 7.1-7.5 (dd, 4H, ArH’s), 4.3 (br, 2H, NH2), 4.0 (s, 3H, OCH3), 3.0 (t, 2H, CH2 at C-7),
2.6 (t, 2H, CH2 at C-10), 1.6-2.1 (m, 4H, 2CH2 at C-8,9).
IR: 3460, 3320, 3180 (NHNH2), 1640 (C=N). 1H NMR (DMSO-d6): 8.0 (br, 1H, NH), 6.9-7.3 (dd, 4H,
ArH’s), 4.3 (br, 2H, NH2), 3.9 (s, 3H, OCH3), 3.0 (t, 2H, CH2 at C-7), 2.6 (t, 2H, CH2 at C-9), 2.3 (s,
3H, CH3 at C-2), 1.9-2.1 (p, 2H, CH2 at C-8).
IR: 3460, 3320, 3180 (NHNH2), 1640 (C=N). 1H NMR (DMSO-d6): 8.1 (br, 1H, NH), 7.0-7.4 (dd, 4H,
ArH’s), 4.3 (br, 2H, NH2), 3.1 (t, 2H, CH2 at C-7), 2.6 (t, 2H, CH2 at C-9), 2.3 (s, 3H, CH3 at C-2), 1.9-
2.1 (p, 2H, CH2 at C-8).
IR: 3460, 3320, 3180 (NHNH2), 1640 (C=N). 1H NMR (DMSO-d6): 8.0 (br, 1H, NH), 7.0-7.4 (dd, 4H,
ArH’s), 4.3 (br, 2H, NH2), 3.9 (s, 3H, OCH3), 3.1 (t, 2H, CH2 at C-7), 2.7 (t, 2H, CH2 at C-10), 2.2 (s,
3H, CH3 at C-2), 1.5-2.0 (m, 4H, 2CH2 at C-8,9).
IR: 3460, 3320, 3180 (NHNH2), 1640 (C=N). 1H NMR (DMSO-d6): 8.0 (br, 1H, NH), 7.0-7.4 (dd, 4H,
ArH’s), 4.2 (br, 2H, NH2), 3.0 (t, 2H, CH2 at C-7), 2.6 (t, 2H, CH2 at C-10), 2.2 (s, 3H, CH3 at C-2),
1.5-2.0 (m, 4H, 2CH2 at C-8,9).
13a
IR: 3200 (NH). 1H NMR (TFA): 8.5 (s, 1H, CH pyrimidine), 7.0-7.4 (m, 10H, ArH’s and N=CH), 3.1
(t, 2H, CH2 at C-7), 2.6 (t, 2H, CH2 at C-9), 2.1 (p, 2H, CH2 at C-8).