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. 2023 Oct 27;13(45):31470–31479. doi: 10.1039/d3ra05199d

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 (%)
graphic file with name d3ra05199d-u1.jpg [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
graphic file with name d3ra05199d-u2.jpg [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
a

This work.