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. 2021 Mar 16;6(12):8346–8355. doi: 10.1021/acsomega.1c00061

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  
a

4-ClB = 4-chlorobenzyl chloride.