Research Article

Hantzsch Reaction Starting Directly from Alcohols through a Tandem Oxidation Process

Table 2

Hantzsch reaction of different substrates catalyzed by [DDPA][HSO4].

EntryR1R2Time (h)Yield (%)Mp °C (lit. Mp °C)

1C6H5CH3191118 (118) [7]
24-MeO-C6H4CH319391 (92) [7]
34-Cl-C6H4CH3285118 (120) [7]
4C6H5CH3CH219060-61 (63-64) [23]
52-MeO-C6H4CH3CH219358 (55–57) [24]
64-MeO-C6H4CH3CH219152 (51-52) [7]
74-Cl-C6H4CH3CH228366 (65–67) [23]
83-NO2-C6H4CH3CH237660 (60) [7]
94-NO2-C6H4CH3CH2372115 (114-115) [23]

Benzyl alcohol (3 mmol), ethyl acetoacetate (3 mmol), ammonium acetate (3 mmol), ionic liquid (1.2 mmol), and NaNO3 (6 mmol). Yields were based on GC analysis and referred to the desired product 3. Mp of product 3.