1,3-二芳基-4,5-二甲基咪唑硫酮的合成
Synthesis of 1,3-Bisaryl-4,5-dimethyl-1,3-dihydro-2H-imidazole-2-thione
DOI: 10.12677/JOCR.2015.31008, PDF, HTML, XML, 下载: 2,360  浏览: 8,115  国家自然科学基金支持
作者: 余小灵, 赖力凡, 江 禹, 皮承富:杭州师范大学钱江学院,浙江 杭州
关键词: 咪唑硫酮无溶剂反应合成Imidazole Thione Solvent-Free Reaction Synthesis
摘要: 本文以N,N-二芳基取代硫脲和乙偶姻为原料在氮气保护和无溶剂的条件下,加热回流缩合合成了目标物1,3-二芳基取代-4,5-二甲基咪唑硫酮1和2。这些化合物已得到1HNMR、13CNMR和IR光谱确证。该方法具有操作简便,经济和环保等优点。
Abstract: This paper mainly described the synthesis of 1,3-bisaryl-4,5-dimethyl-1,3-dihydro-2H-imidazole- 2-thione from the condensation reaction of 1,3-diarylthiourea and acetoin under solvent-free conditions by refluxing in moderate yields. All compounds were confirmed by 1HNMR, 13CNMR, and IR spectrography. The results showed that this method has advantages of simple operation, and is economical and environment-friendly.
文章引用:余小灵, 赖力凡, 江禹, 皮承富. 1,3-二芳基-4,5-二甲基咪唑硫酮的合成[J]. 有机化学研究, 2015, 3(1): 55-57. http://dx.doi.org/10.12677/JOCR.2015.31008

参考文献

[1] 姜岚, 李争宁, 赵德峰 (2009) N-杂环卡宾及其金属络合物的合成. 化学进展, 21, 1229-1240.
[2] Tretiakov, M., Shermolovich, Y.G., Singh, A.P., Samuel, P.P., Roesky, H.W., Niepötter, B., Visscher, A. and Stalke, D. (2013) Lew-is-base stabilized diiodine adducts with N-heterocyclic chalcogenamides. Dalton Transactions, 42, 12940- 12946.
[3] Owen, G.R., Gould, P.H., Moore, A., Dyson, G., Haddow, M.F. and Hamilton, A. (2013) Copper and sil-ver complexes bearing flexible hybrid scorpionate ligand mpBm. Dalton Transactions, 31, 11074-11081.
[4] Saravanakumar, S., Oprea, A.I., Kindermann, M.K., Jones, P.G. and Heinicke, J. (2006)Annelated N-heterocyclic carbenes: 1,3-dineopentylnaphtho[2,3-d]imidazol-2-ylidene: Synthesis, KOH addition product, transi-tion-metal complexes, and annelation effects. Chemistry—A European Journal, 12, 3143-3154.
[5] Kuhn, N. and Thomas, K. (1993) Synthesis of imidzol-2-ylidenes by reduction of imidazole-2(3H)-thiones. Synthesis, 6, 561-562.
[6] 孙小宇, 吴劼 (2006) N-杂环卡宾: 一种多用途有机小分子催化剂. 有机化学, 6, 745-756.
[7] 刘波, 张娜, 陈万芝 (2010) 过渡金属N-杂环卡宾配合物合成. 化学进展, 11, 2134-2146.
[8] 柳清湘, 李正名 (2004) N-杂环卡宾的反应及应用. 化学通报, 10, 715-722.
[9] Kunetskiy, R.A., Císařoά, I., Šaman, D. and Lyapkalo, I.M. (2009) New lipophilic 2-amino-N,N'-dialkyl-4,5-dimethy- limidazolium cations: Synthesis, structure, properties, and outstanding thermal stability in alkaline media. Chemistry—A European Journal, 15, 9477-9485.
[10] Kindwai M., Kakreja, S., Rastogi, S. and Singhal, K. (2007) Environmentally benign approach to imidazole 2-thiones, Indian Journal of Chemistry (Section B), 46B, 1549-1553.