Table 2. Optimization of the Catalyst (Percentage) and Reaction Time for the Synthesis of 1-(4-Chlorobenzyl)-1,3-Benzoxazine-2,4-dione in the N,N-Dimethylacetamide Solvent for Scheme 2i.
| entry | catalyst mol % | time (h) | 4-ClBa (equiv mm) | conversion (%) | yield (%) |
|---|---|---|---|---|---|
| 2A | TBAB | ||||
| 2A1 | 10 | 4 | 1.1 | 48.0 | 88.0 |
| 2A2 | 20 | 2 | 1.1 | 50.0 | 90.0 |
| 2A3 | 10 | 4 | 1.5 | 71.0 | 32.0 |
| 2A4 | 20 | 2 | 1.5 | 73.0 | 38.0 |
| 2B | MR | ||||
| 2B1 | 10 | 5 | 1.1 | Nil | |
| 2B2 | 20 | 2 | 1.1 | Nil |
4-ClB = 4-chlorobenzyl chloride.