Comparison of the results obtained from the synthesis of 9-(4-hydroxyphenyl)-6,6-dimethyl-5,6,7,9-tetrahydro-[1,2,4]triazolo[5,1-b]quinazolin-8(4H)-one and 12-(4-hydroxyphenyl)-3,3-dimethyl-3,4,5,12-tetrahydrobenzo[4,5]imidazo[2,1-b]quinazolin-1(2H)-one catalyzed by NGPU with some of the other catalysts.
| Product | Catalyst (mol%) | Reaction conditions | Time (min) | Yield (%) |
|---|---|---|---|---|
|
[DABCO](SO3H)2(HSO4)2 (0.02 mmol)32 | Solvent free/100 °C | 120 | 90 |
| NH2SO3H (50 mol%)56 | CH3CN/reflux | 60 | 89 | |
| [C4(H-DABCO)2][HSO4]4 (16 mg)33 | Solvent free/90 °C | 28 | 87 | |
| SBA–Pr–SO3H (5 mg)34 | Solvent free/r.t | 10 | 85 | |
| [(DABCO)2C3H5OH] 2Cl (5.7 mol%)31 | Solvent free/100 °C | 40 | 95 | |
| NGPU (2 : 1 : 5) (4 mol%)a | 120 °C | 18 | 95 | |
|
[DABCO](SO3H)2(HSO4)2 (0.02 mmol)32 | Solvent free/100 °C | 120 | 90 |
| NH2SO3H (0.05 mmol)56 | CH3CN/reflux | 20 | 90 | |
| Na+-MMT-[pmim]HSO4 (50 mg)35 | Solvent free/110 °C | 60 | 91 | |
| SBA–Pr–SO3H (5 mg)34 | Solvent free/r.t | 15 | 87 | |
| Fe3O4@chitosan (2 mg)36 | Ethanol/40 °C | 135 | 95 | |
| NGPU (2 : 1 : 5) (12 mol%)a | 120 °C | 14 | 99 |
This work.