1-丁基-3-甲基咪唑-L-樟脑磺酸盐催化合成monastrol
Synthesis of monastrol catalyzed by 1-butyl-3-methylimidazolium (L)-camphorsulfonate
-
摘要: 目的 探索环境友好、操作简便的monastrol合成方法。 方法 以间羟基苯甲醛、乙酰乙酸乙酯和硫脲为起始原料,在无溶剂微波加热条件下,用绿色室温离子液体1-丁基-3-甲基咪唑-L-樟脑磺酸盐催化Biginelli反应合成monastrol。 结果 1-丁基-3-甲基咪唑-L-樟脑磺酸盐在无溶剂微波加热条件下可催化Biginelli反应合成monastrol,操作简单、耗时缩短、环境友好。 结论 以新型绿色室温离子液体1-丁基-3-甲基咪唑-L-樟脑磺酸盐为催化剂,经微波促进无溶剂Biginelli反应合成monastrol是一种操作简便、反应温和的绿色合成方法。
-
关键词:
- 绿色室温离子液体 /
- Monastrol /
- Biginelli反应 /
- 1-丁基-3-甲基咪唑-L-樟脑磺酸盐 /
- 微波
Abstract: Objective To explore a convenient and environmentally friendly benign synthesis method of monastrol. Methods Monastrol was synthesized from m-hydroxybenzaldehyde, ethyl acetoacetate and thiourea through the Biginelli reaction catalyzed by 1-butyl-3-methylimidazolium (L)-camphorsulfonate under microwave irradiation without a solvent. Results The green room temperature ionic liquid could catalyze the Biginelli reaction to get monsatrol under microwave irradiation without a solvent. The process was easy to operate and was environmentally friendly. Conclusion Microwave accelerated solvent-free Biginelli reaction using 1-butyl-3-methylimidazolium (L)-camphorsulfonate as catalyst, which was a convenient and environmentally benign synthesis method of monastrol. -
[1] Dennis R, Edilson VB, Gabriela SR, et al.Multicomponent synthesis of 3,4-dihydropyrimidin-2-(1H)-ones with a Cu/silica xerogel composite catalyst[J]. Lett Org Chem, 2007, 4: 39. [2] 宋志国, 王 敏, 宫 红, 等. 邻甲基苯磺酸铜催化"一锅煮"合成3,4-二氢嘧啶2-(1H)-酮[J]. 化学研究与应用, 2009, 21 (11): 1597. [3] 宛 瑜, 陈秀梅, 张 普, 等. 3,4-二氢嘧啶-2(1H)-酮及其衍生物的绿色合成[J]. 淮阴师范学院学报:自然科学版, 2009, 8 (1): 52. [4] 赵 健, 陈蔚文, 王树成, 等. Monastrol对人肺腺癌细胞系A549有丝分裂影响的研究[J]. 山东大学学报:医学版, 2006, 44 (7): 658. [5] Svetlik J, Veizerová L, Thomas UM, et al. Monastrol analogs: A synthesis of pyrazolopyridine, benzopyranopyrazolopyridine, and oxygen-bridged azolopyrimidine derivatives and their biological screening[J]. Bioorg Med Chem Lett, 2010, 7: 4073. [6] Kappe CO, Stadler A. The Biginelli dihydropyrimidine synthesis[J]. Org React, 2004, 6: 1. [7] 邵国强. 离子液体中微波促进的Biginelli缩合反应[J]. 合成化学, 2004, 12 (4): 325. [8] Swatloski RP, Holbrey JD, Rogers RD. Ionic liquids are not always green: Hydrolysis of l-butyl-3-methylimidazolium hexafluorophosphate[J]. Green Chem, 2003, 5: 361. [9] 李长多, 张学俊. 1,3-二烷基咪唑类离子液体的合成研究[J]. 化工中间体, 2008, 11: 63. [10] Song X, Shen YC, Li YL, et al. Synthesis of 4-aryl-3,4-dihydropyrimidinones using microwave-assisted solventless Biginelli reaction[J]. Chin J Chem, 2002, 20:385. [11] 郭 尧, 陈 颖, 于宗民, 等. 4-苯基-5-乙氧羰基-6-甲基-3,4-二氢嘧啶-2-(1H)-酮的绿色合成研究 [J]. 药学实践杂志, 2011, 29 (1): 29.
计量
- 文章访问数: 3258
- HTML全文浏览量: 217
- PDF下载量: 156
- 被引次数: 0