Acetic Acid → HCID 20474269, compound

Participants

Reaction Conditions

Reaction Steps

15.0 g (50.0 mmols) of the Na salt of 2-hydroxy-4-(4-methyl-5-phenyl-2H-1,2,3-triazol-2-yl)-benzaldehyde, 7.75 g (50.0 mmols) of ethyl 1,2,4-triazol-4-yl-acetate, 1.50 g (25.0 mmols) of glacial acetic acid and 500 mg (6.00 mmols) of piperidine are refluxed in 70 ml of anhydrous ethanol for 8 hours under an N2 atmosphere. The mixture is rapidly filtered off under suction and the residue is washed with ethanol and water. Finally, the residue is again stirred with 100 ml of ethanol for 2 hours at 60° C., and the mixture is filtered off under suction and the residue is dried: 12.0 g (65%) of a pale yellow crystalline powder. Recrystallisation from dimethylformamide yields 9.64 g (52%) of 3-(1,2,4-triazol-4-yl)-7-(4-methyl-5-phenyl-2H-1,2,3-triazol-2-yl)-coumarin in the form of pale yellow microplatelets of melting point 324°-326° C. (decomposition).

Provenance & Evidence