TABLE 2. 1H NMR Spectra of the Synthesized Compounds
Com-
δ, (ppm); J (Hz)
pound
1.5 (1H, br. s, NH); 4.33 (2H, s, CH2); 6.24 (1H, m, J = 4.0, HFur-3);
6.31 (1H, m, J = 4.0, J = 2.0, HFur-4); 6.67 (2H, d, J = 9.4, HAr-3,5); 7.35 (1H, m, HFur-5);
7.40 (2H, d, J = 9.4, HAr-2,6)
4a
4b
1.8 (1H, br. s, NH); 2.27 (3H, d, J = 1.2, CH3); 4.28 (2H, s, CH2);
5.89 (1H, dd, J = 3.6, J = 1.2, HFur-4); 6.11 (1H, d, J = 3.6, HFur-3);
6.55 (2H, d, J = 9.5, HAr-3,5); 7.40 (2H, d, J = 9.5, HAr-2,6)
1.55 (1H, br. s, NH); 4.55 (2H, s, CH2); 6.69 (2H, d, J = 9.0, HAr-3,5); 6.9-7.1 (2H, m,
4c
4d
2e
4e
HTh-3,4); 7.24 (1H, dd, J = 4.0, J = 2.0, HTh-5); 7.42 (2H, d, J = 9.0, HAr-2,6)
2.43 (3H, s, CH3); 4.45 (2H, s, CH2); 5.59 (1H, m, J = 3.4, J = 1.2, HTh-4);
6.73 (2H, d, J = 8.4, HAr-3,5); 6.78 (1H, d, J = 3.4, HTh-3); 7.42 (2H, d, J = 8.4, HAr-2,6)
0.8-1.0 (15H, m, SiEt3); 4.43 (2H, s, CH2); 6.02 (1H, dd, J = 3.0, J = 1.0, HFur-3);
6.22 (1H, dd, J = 3.0, 2.0, HFur-4); 6.9-7.3 (4H, m, Ar); 7.42 (1H, dd, J = 2.0, J = 1.0, HFur-5)
4.33 (2H, s, CH2); 6.24 (1H, dd, J = 3.2, J = 0.7, HFur-3);
6.31 (1H, dd, J = 3.2, J = 1.9, HFur-4); 6.8-6.9 (2H, m, HAr-5,6); 6.9-7.0 (1H, m, HAr-4);
7.2-7.3 (1H, m, HAr-2); 7.36 (1H, dd, J = 0.7, J = 1.9, HFur-5)
0.8-1.0 (15H, m, SiEt3); 2.20 (3H, s, CH3); 4.40 (2H, s, CH2); 5.78 (1H, m, HFur-4);
5.87 (1H, m, HFur-3); 6.8-7.5 (4H, m, Ar)
2f
4f
2.25 (3H, s, CH3); 4.25 (2H, s, CH2); 5.88 (1H, dd, J = 3.2, J = 1.0, HFur-4); 6.11 (1H, d,
J = 3.2, HFur-3); 6.75-6.9 (2H, m, HAr-5,6); 6.9-7.0 (1H, m, HAr-4); 7.2-7.3 (1H, m, HAr-2)
4.2 (1H, br. s, NH); 4.53 (2H, s, CH2); 6.6-7.6 (7H, m, HTh-3,4,5, Ar)
4g
4h
2.43 (3H, s, CH3); 4.43 (2H, s, CH2); 6.59 (1H, m, J = 3.2, J = 1.2, HTh-4); 6.79 (1H, d,
J = 3.2, HTh-3); 6.8-6.9 (2H, m, HAr-5,6); 6.9-7.0 (1H, m, HAr-4); 7.2-7.3 (1H, m, HAr-2)
7.0-7.5 (8H, m, Th, Ph); 8.51 (1H, s, CHN)
1i
4i
4.0 (1H, br. s, NH); 4.51 (2H, s, CH2); 6.5-7.3 (6H, m, Ph, HTh-3);
6.71 (1H, m, J = 2, HTh-4); 7.18 (1H, m, J = 2, HTh-5)
7.22 (2H, d, J = 8.4, HAr-3,5); 7.3-7.6 (3H, m, HPh-2,4,6); 7.62 (2H, d, J = 8.4, HAr-2,6);
1j
4j
7.90 (2H, m, HPh-3,5); 8.42 (1H, s, CHN)
4.33 (3H, s, CH2NH); 6.60 (2H, d, J = 8.6, HAr-3,5); 7.33 (5H, s, Ph);
7.38 (2H, d, J = 8.6, HAr-2,6)
7.1-7.7 (8H, m, HPh-2,4,6, Ph'H5); 7.93 (2H, m, HPh-3,5); 8.49 (1H, s, CHN)
1k
4k
3.9 (1H, br. s, NH); 4.27 (2H, s, CH2); 6.5-6.8 (2H, m, HPh-2,6);
7.0-7.4 (7H, m, HPh-3,5, Ph')
TABLE 3. Mass Spectra of the Synthesized Compounds
Com-
m/z (Irel, %)
pound
1
2
355 (14, M+), 336 (5, [M – F]+), 326 (37, [M – Et]+), 224 (17), 188 (20), 154 (100),
145 (9, [C6H4CF3]+), 125 (29), 115 (5, [SiEt3]+), 97 (8), 87 (14), 81 (72, [FurCH2]+),
69 (2, [CF3]+), 59 (21), 53 (24)
2a
241 (28, M+), 240 (6, [M – H]+), 222 (4, [M – F]+), 174 (4, [M – Fur]+),
172 (3, [M – CF3]+), 145 (9, [C6H4CF3]+), 80 (6), 81 (100, [FurCH2]+),
69 (3, [CF3]+), 53 (25), 39 (5)
4a
255 (17, M+), 236 (2, [M – F]+), 211 (11), 174 (5), 172 (4), 160 (1, [M – MeFur]+),
145 (9, [C6H4CF3]+), 95 (100, [MeFurCH2]+), 65 (4), 51 (5), 43 (10), 39 (5)
4b
2c
371 (22, M+), 353 (2, [M – F]+), 342 (35, [M – Et]+), 284 (1, [M – 3Et]+),
256 (3, [M – SiEt3]+), 236 (8), 188 (20), 169 (36), 154 (100), 145 (8, [C6H4CF3]+),
141 (31), 127 (5), 113 (12), 97 (76, [ThCH2]+), 87 (13), 69 (2, [CF3]+), 59 (21), 45 (8)
257 (16, M+), 238 (5, [M – F]+), 174 (5, [M – Th]+), 172 (4), 145 (14, [C6H4CF3]+),
97 (100, [ThCH2]+), 69 (6, [CF3]+), 53 (7), 45 (8), 39 (5)
4c
4d
2e
271 (16, M+), 252 (1, [M – F]+), 211 (11), 174 (5), 145 (17, [C6H4CF3]+),
125 (6), 111 (100, [MeThCH2]+), 95 (7), 77 (12), 69 (10), 59 (7), 45 (9), 39 (6)
355 (10, M+), 336 (2, [M – F]+), 326 (35, [M – Et]+), 224 (16), 188 (11), 154 (100),
153 (35), 145 (6, [C6H4CF3]+), 125 (29), 115 (5, [SiEt3]+), 97 (8), 87 (12),
81 (54, [FurCH2]+), 69 (1, [CF3]+), 59 (19), 53 (18)
51