Table 1.
Compound | X | Y | Yield (%) | Mp (ºC) | Molecular Formula | Calculated % | Found % | |||||
---|---|---|---|---|---|---|---|---|---|---|---|---|
C | H | N | C | H | N | |||||||
2a | NO2 | Me | 72 | 181 | C20 H19 N3 O3 | 68.77 | 5.44 | 12.03 | 68.71 | 5.39 | 12.09 | |
2b | NO2 | NO2 | 79 | 201 | C19 H16 N4 O5 | 60.00 | 4.21 | 14.74 | 60.06 | 4.19 | 14.77 | |
2c | H | H | 66 | 166 | C19 H18 N2 O | 78.62 | 6.21 | 9.66 | 78.59 | 6.19 | 9.62 | |
2d | H | Me | 65 | 180 | C20 H20 O N2 | 78.95 | 6.58 | 9.21 | 79.01 | 6.49 | 9.28 | |
2e | OMe | Me | 69 | 190 | C21 H22 O2 N2 | 75.45 | 6.59 | 8.38 | 75.49 | 6.62 | 8.44 | |
2f | OMe | H | 74 | 160 | C20 H20 O2 N2 | 75.00 | 6.25 | 8.75 | 74.97 | 6.26 | 8.77 | |
3a | NO2 | Me | 81 | 183 | C20 H17 O3 N3 | 69.16 | 4.90 | 12.10 | 69.22 | 4.87 | 12.08 | |
3b | NO2 | NO2 | 92 | 197 | C19 H14 O5 N4 | 60.32 | 3.70 | 14.81 | 60.33 | 3.69 | 14.77 | |
3c | H | H | 62 | 159 | C19 H16 O N2 | 79.17 | 5.56 | 9.72 | 79.21 | 5.53 | 9.71 | |
3d | H | Me | 66 | 164 | C20 H18 O N2 | 79.47 | 5.96 | 9.27 | 79.51 | 5.91 | 9.27 | |
3e | OMe | Me | 64 | 171 | C21 H20 O2 N2 | 75.90 | 6.02 | 8.43 | 75.93 | 6.06 | 8.51 | |
3f | OMe | H | 59 | 180 | C20 H18 O2 N2 | 75.47 | 5.66 | 8.81 | 75.52 | 5.60 | 8.86 | |
4a | NO2 | Me | 83 | 201 | C22 H21 O4 N3 | 67.52 | 5.37 | 10.74 | 67.52 | 5.43 | 10.80 | |
4b | NO2 | NO2 | 97 | 210 | C21 H18 O6 N4 | 59.72 | 4.27 | 13.27 | 59.69 | 4.26 | 13.22 | |
4c | H | H | 59 | 177 | C21 H20 O2 N2 | 57.90 | 6.02 | 8.43 | 57.84 | 5.99 | 8.44 | |
4d | H | Me | 58 | 179 | C22 H22 O2 N2 | 76.30 | 6.36 | 8.09 | 76.28 | 6.31 | 8.12 | |
4e | OMe | Me | 67 | 189 | C23 H24 O3 N2 | 73.40 | 6.38 | 7.45 | 73.44 | 6.39 | 7.49 | |
4f | OMe | H | 80 | 162 | C22 H22 O3 N2 | 72.93 | 6.08 | 7.73 | 72.91 | 6.01 | 7.76 | |
5a | NO2 | ― | 54 | 165 | C12 H10 O3 N2 | 62.61 | 4.35 | 12.17 | 62.66 | 4.29 | 12.21 | |
5b | H | ― | 49 | 159 | C12 H11 O N | 77.84 | 5.95 | 7.57 | 77.90 | 5.99 | 7.62 | |
5c | OMe | ― | 74 | 161 | C13 H13 O2 N | 72.56 | 6.05 | 6.51 | 72.60 | 6.01 | 6.48 |