Table 1.
Crystallization solvents, melting points, yield percentages, molecular formulae, and molecular weights of compounds 4a–e, 5a–e, 7a–e, 8a, b and 9a–f.
| Comp. No. | X/R | Cryst. Solvent | M.p. (°C) | Yield (%) | Mol. Formula (Mol. Wt.) |
|---|---|---|---|---|---|
| 4a | H | EtOH/H2O | 205-7 (Dec.) | 85 | C13H11N5S3 (333.45) |
| 4b | 3-F | EtOH/H2O | 169-71 (Dec.) | 89 | C13H10FN5S3 (351.45) |
| 4c | 4-F | EtOH/H2O | 174-6 (Dec.) | 85 | C13H10FN5S3 (351.45) |
| 4d | 4-Cl | EtOH/H2O | 169-71 (Dec.) | 88 | C13H10ClN5S3 (367.9) |
| 4e | 4-Br | EtOH | 210-2 (Dec.) | 90 | C13H10BrN5S3 (412.35) |
| 5a | H | EtOH | 292-4 | 94 | C13H9N5S2 (299.37) |
| 5b | 3-F | EtOH | 266-8 | 90 | C13H8FN5S2 (317.36) |
| 5c | 4-F | EtOH | 275-277 | 90 | C13H8FN5S2 (317.36) |
| 5d | 4-Cl | EtOH | >300 | 95 | C13H8ClN5S2 (333.82) |
| 5e | 4-Br | EtOH/CHCl3 | >300 | 95 | C13H8BrN5S2 (378.27) |
| 7a | 2-F | EtOH | 107-9 | 72 | C13H10FN3OS2 (307.37) |
| 7b | 4-F | EtOH | 123-5 | 81 | C13H10FN3OS2 (307.37) |
| 7c | 4-Cl | EtOH | 175-7 | 85 | C13H10ClN3OS2 (323.82) |
| 7d | 2-CF3 | EtOH | 133-135 | 68 | C14H10F3N3OS2 (357.37) |
| 7e | 3-CF3 | EtOH | 108-10 | 75 | C14H10F3N3OS2 (357.37) |
| 8a | CH3 | EtOH | 112-4 | 92 | C14H13N3OS2 (303.4) |
| 8b | C6H5CH2 | EtOH | 120-2 | 90 | C20H17N3OS2 (379.5) |
| 9a | CH3 | EtOH/H2O | 96-8 | 56 | C12H16N4OS2 (296.41) |
| 9b | C6H5 | EtOH | 131-3 | 70 | C17H18N4OS2 (358.48) |
| 9c | 4-FC6H4 | EtOH | 120-2 | 77 | C17H17N4OFS2 (376.46) |
| 9d | 2-CF3C6H4 | EtOH | 141-3 | 72 | C18H17F3N4OS2 (426.48) |
| 9e | C6H5CH2 | EtOH | 101-3 | 65 | C18H20N4OS2 (372.51) |
| 9f | 2-CF3C6H2CH2 | EtOH | 125-7 | 72 | C19H19N4OF3S2 (440.50) |