Table 5. Alternative Methodologies (A or B) for the Conversion of Compounds 1a–d into Cyanamides 8a–d and Tetrazolyl Derivatives 9a–d.
| entry | compound | R1 | R2 | yield 8 (%) | yield 9 (%)a |
|---|---|---|---|---|---|
| 1 | a | H | H | 31 | 39 |
| 2 | b | Me | Me | 67 | 80 |
| 3 | c | Me | H | 41 | 81 |
| 4 | d | Cl | Me | 25b | 57 |
After isolation by column chromatography.
The cyanamide 8d was impurified with a 10% of starting material (1d).
