Table 1.
Comp. no. | R | R' | Mol. formula | Yield (%) | M.P. (°C) | M.W. | Elemental analysis calculated/found | ||
---|---|---|---|---|---|---|---|---|---|
C | H | N | |||||||
4 | H | 3-OH | C19H16N2O4S | 57 | 289 | 368.41 | 61.94 | 4.38 | 7.60 |
61.90 | 4.34 | 7.55 | |||||||
5 | 3-OH | H | C19H16N2O4S | 55 | 243 | 368.41 | 61.94 | 4.38 | 7.60 |
61.90 | 4.36 | 7.66 | |||||||
6 | 2-F | H | C19H14ClFN2O3S | 52 | 186 | 370.40 | 56.37 | 3.49 | 6.92 |
56.33 | 3.44 | 6.88 | |||||||
6 | 2-F | H | C19H14ClFN2O3S | 52 | 186 | 370.40 | 56.37 | 3.49 | 6.92 |
56.33 | 3.44 | 6.88 | |||||||
7 | 3-OH | 3-OH | C19H16N2O5S | 58 | 129 | 348.41 | 59.37 | 4.20 | 7.29 |
59.32 | 4.16 | 7.24 | |||||||
8 | H | Cl | C19H15ClN2O3S | 55 | 183 | 386.85 | 58.99 | 3.91 | 7.24 |
58.55 | 3.89 | 7.26 | |||||||
9 | 2,4-CH3 | 4-CH3 | C22H22N2O3S | 62 | 284 | 394.49 | 66.98 | 5.62 | 7.10 |
66.95 | 5.56 | 7.05 | |||||||
10 | 2,5-CH3 | 2-OH | C21H20N2O4S | 64 | 302 | 396.46 | 63.62 | 5.08 | 7.07 |
63.58 | 5.11 | 7.10 | |||||||
11 | 2,4-CH3 | 2-OH | C21H20N2O4S | 58 | 189 | 396.46 | 63.62 | 5.08 | 7.07 |
63.58 | 5.11 | 7.11 | |||||||
12 | 3,5-CH3 | 2-OH | C21H20N2O4S | 56 | 293 | 396.46 | 63.62 | 5.08 | 7.07 |
63.59 | 5.06 | 7.02 | |||||||
13 | 2,4-OH | 2-OH | C19H16N2O6S | 52 | 243 | 400.41 | 56.99 | 4.03 | 7.00 |
56.95 | 4.00 | 7.03 | |||||||
14 | H | 2-Cl, 4-CH3 | C20H17ClN2O3S | 58 | 109 | 400.88 | 59.92 | 4.27 | 6.99 |
59.88 | 4.24 | 6.95 | |||||||
15 | H | 4-Cl, 3-CH3 | C20H17ClN2O3S | 56 | 113 | 400.88 | 59.92 | 4.27 | 6.99 |
59.88 | 4.24 | 6.95 | |||||||
16 | 2-Cl | 4-CH3 | C20H17ClN2O3S | 68 | 279 | 400.88 | 59.92 | 4.27 | 6.99 |
59.95 | 4.24 | 6.96 | |||||||
17 | 2,3,4-OH | 4-CH3 | C20H18N2O6S | 44 | 253 | 414.43 | 57.96 | 4.38 | 6.76 |
59.95 | 4.42 | 6.72 | |||||||
18 | 3-OH | 2-Cl,5-CH3 | C20H17ClN2O4S | 66 | 173 | 416.88 | 57.62 | 4.11 | 6.72 |
57.59 | 4.08 | 6.70 | |||||||
19 | 2-F | 2-Cl,4-CH3 | C20H16ClFN2O3S | 60 | 175 | 418.87 | 57.35 | 3.85 | 6.69 |
57.30 | 3.81 | 6.66 | |||||||
20 | 3,5-CH3 | 2-Cl,4-CH3 | C22H21ClN2O3S | 55 | 308 | 428.93 | 61.60 | 4.93 | 6.53 |
61.56 | 4.88 | 6.49 | |||||||
21 | 2-Cl | 4-NO2 | C19H14ClN3O5S | 58 | 282 | 431.85 | 52.84 | 3.27 | 9.73 |
52.86 | 3.21 | 9.69 | |||||||
22 | 2-Cl | 2-NO2 | C19H14ClN3O5S | 66 | 174 | 431.85 | 52.84 | 3.27 | 9.73 |
52.86 | 3.21 | 9.69 | |||||||
23 | 4-Cl | 2-NO2 | C19H14ClN3O5S | 52 | 240 | 431.85 | 52.84 | 3.27 | 9.73 |
52.86 | 3.22 | 9.70 | |||||||
24 | 2,3,4-OH | 2-SH | C19H16N2O6S2 | 53 | 119 | 432.47 | 52.77 | 3.73 | 6.48 |
52.74 | 3.68 | 6.44 | |||||||
25 | 2,4-OH | 3-Cl,2-CH3 | C20H17ClN2O5S | 50 | 78 | 432.88 | 55.49 | 3.96 | 6.47 |
55.45 | 3.94 | 6.42 | |||||||
26 | 4-Cl | 4-Cl,3-CH3 | C20H16Cl2N2O3S | 70 | 302 | 435.32 | 46.62 | 3.13 | 5.44 |
46.58 | 3.08 | 5.40 | |||||||
27 | 4-Cl | 2-Cl,5-CH3 | C20H16Cl2N2O3S | 65 | 158 | 435.32 | 46.62 | 3.13 | 5.44 |
46.58 | 3.08 | 5.40 | |||||||
28 | 2-Br | 2-OH | C19H15BrN2O4S | 52 | 113 | 447.30 | 51.02 | 3.38 | 6.26 |
51.10 | 3.40 | 6.30 | |||||||
29 | 2-Br | 3-OH | C19H15BrN2O4S | 58 | 237 | 447.30 | 51.02 | 3.38 | 6.26 |
51.10 | 3.40 | 6.30 | |||||||
30 | 2-Br | 2-NO2 | C19H14BrN3O5S | 62 | 297 | 476.66 | 47.91 | 2.96 | 8.82 |
47.88 | 2.94 | 8.85 | |||||||
31 | 3-Br | 4-Cl,3-CH3 | C20H16BrCl2N2O3S | 67 | 309 | 479.77 | 50.07 | 3.36 | 5.84 |
50.11 | 3.31 | 5.80 |