A Reinvestigation of the Reaction of α, β-Unsaturated Acid Chlorides with Diazomethane

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概要

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• 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.

• 公益社団法人日本薬学会の論文
• 1969-10-25

著者

• 伊藤 真純

  Research Laboratories Fujisawa Pharmaceutical Co. Ltd.

• 杉原 明

  Research Laboratories Fujisawa Pharmaceutical Co. Ltd.

関連論文

• A Reinvestigation of the Reaction of α, β-Unsaturated Acid Chlorides with Diazomethane
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