The Reactions of 1, 2-Cyclopentanedione Dioxime and of 1, 2, 3-and 1,3,5-Cyclohexanetrione Trioximes in Liquid Sulfur Dioxide
作者:Niichiro Tokura、Isoo Shirai、Tokuji Sugahara
DOI:10.1246/bcsj.35.722
日期:1962.5
2-Cyclopentanedione dioxime (II), 1, 2, 3-cyclohexanetrione trioxime (III) and 1, 3, 5-cyclohexanetrione trioxime (IV) were treated with reagents and exhibited different and characteristic behaviors in liquid sulfur dioxide. The formation of 5, 6-dihydro-4H-cyclopenta-[c] furazan (V) from II with thionyl chloride by a condensation reaction and of γ-cyanobu-tyric acid (VI) from II with sulfur trioxide by
1, 2-环戊二酮二肟 (II)、1, 2, 3-环己三酮三肟 (III) 和 1, 3, 5-环己三酮三肟 (IV) 经试剂处理后在液态二氧化硫中表现出不同的特征行为。通过缩合反应从 II 与亚硫酰氯形成 5, 6-二氢-4H-环戊-[c] 呋喃 (V) 和通过裂解反应从 II 与三氧化硫形成 γ-氰基丁酸 (VI) 是观察到的。在来自 III 和亚硫酰氯以及来自 III 和溴的反应混合物中发现了 7-Hydroxi-rnino-4, 5, 6, 7-四氢苯并[c]呋喃 (VII),并伴有大量树脂物质。建议通过三氧化硫进行单脱肟。1, 3, 5-环己三酮三肟 (IV) 仅产生黑色焦油状物质,这可能是由于 IV 的不稳定性所致。