Abstract
With two equivalents of diazomethane, 3-(5-nitro-2-furyl) acryloyl chloride (Ia) gave 3-diazoacetyl-4-(5-nitro-2-furyl)-1-[3-(5-nitro-2-furyl) acryloyl]-2-pyrazoline (Va) in good yield, which was converted to the corresponding bromide (VIa (X=Br)), chloride (VIa (X=Cl)) and thiocyanate (VIIIa) in the usual methods. To confirm the results described above, cinnamoyl chloride (Ib) was treated with various amounts of diazomethane. With excess, two equivalents of, and an equimolar amount of diazomethane Ib gave 3-diazoacetyl-4-phenyl-2-pyrazoline (IVb), 1-cinnamoyl-3-diazoacetyl-4-phenyl-2-pyrazoline (Vb) and the mixture of Vb and 3-chloroacetyl-1-cinnamoyl-4-phenyl-2-pyrazoline (VIb) respectively. Furthermore, the same mixture of Vb and VIb was obtained by the treatment of IVb with an equimolar amount of Ib. Antimicrobial activities of nitrofuran derivatives are listed in the table.
