Table 1.
Compound | X | R1 | R3 | Yield (%) a,b | Ratio a:b |
---|---|---|---|---|---|
1 | N | CH3 | H | 66 | 2:1 |
2a | N | H | H | 21 | 4:1 |
2b | N | CH2CH3 | H | 49 | 1.7:1 |
2c | C | CH3 | H | 81 | 5:1 |
2d | C | H | H | 84 | c |
3a | N | CH3 | CH3 | 51 | c |
a Global yield; b The analytical results for C, H and N were within 0.4% of the calculated values; b Ratio obtained by signal integration of the duplicate N=CH peaks in the 1H-NMR spectra; c Only one signal is present.