イミダゾール-4-カルボキシアルデヒド

外観

白色〜わずかにうすい褐色, 結晶〜結晶性粉末

溶解性

熱水に溶ける。

化学的特性

White to light yellow powder

主な応用

1H-Imidazole-4-carbaldehyde may be used in the following studies: Synthesis of new donor-Π-acceptor (D-Π-A) type dye. Preparation of ethyl, n-dodecyl and n-hexadecyl esters of urocanic acid (4-imidazoleacrylic acid). Fabrication of colorimetric chemosensor. Synthesis of chiral nickel(II) complex, [Ni(II)H3L](ClO4)2, having an achiral ligand H3L (tris{2-(4-imidazolyl)methyliminoethyl}amine).

合成

To a solution of 4-bromo-1H-imidazole in dry THF at 0 ℃ was added, a 2 M solution of i-PrMgCl in THF for 5 min. The clear solution was stirred at that temperature for an additional 5 min, and a 2.5 M solution of n-BuLi in hexanes was added dropwise for 5 min while maintaining the temperature below 20 ℃. The resulting mixture was stirred at that temperature for 0.5 h, and dry DMF was added to 20℃. The mixture was warmed to 20 ℃ in 0.5 h and quenched with water (6 mL). After stirring for 10 min, the phases were separated, and the water phase was extracted one additional time with ethyl acetate. After purification to afford 1H-Imidazole-4-carbaldehyde as an off-white solid, 0.36 g (yield: 85%).