作为分析试剂、中和剂、生物碱浸出剂,用于铜、镍等元素的检定和测定,可沉淀各种元素的氢氧化物,还用于制备铵化合物和洗涤剂。
分析试剂; 中和剂; 生物碱浸出剂; 用于某些元素(如铜、镍)的检定和测定; 沉淀氢氧化物; 制备铵化合物; 洗涤剂
合成路线 1(1. 合成:1440-61-5)
- 步骤: 向吗啉(1.00mL,11.5mmol)的甲苯(30mL)溶液中加入碳酸钾(3.17g,22.9mmol)和氯乙酰氯(0.91mL,11.4mmol),60℃搅拌2小时;过滤,浓缩滤液得N-氯乙酰基吗啉(1.87g,定量收率)。
- 条件: With potassium carbonate In toluene at 60℃; for 2 h.
- 产率: 100%
- 参考文献: [1] EP1650194 (2006); [2] WO2012/72019 (2012); [3] Molecules (2015); [4] WO2016/147144 (2016); [5] Journal of Medicinal Chemistry (2009); [6] European Journal of Medicinal Chemistry (1999); [7] Journal of Medicinal Chemistry (2014); [8] Polyhedron (2018); [9] Journal of Heterocyclic Chemistry (2014); [10] WO2005/66165 (2005); [11] WO2006/47504 (2006); [12] EP1820799 (2007); [13] WO2006/51851 (2006); [14] Journal of Medicinal Chemistry (2016); [15] Journal of Pharmaceutical Sciences (1980); [16] Journal of Medicinal Chemistry (2014); [17] Molecules (2014); [18] WO2016/210330 (2016); [19] RSC Advances (2013); [20] EP1661898 (2006); [21] European Journal of Medicinal Chemistry (2014); [22] Russian Journal of General Chemistry (2014); [23] Zhurnal Obshchei Khimii (2014); [24] CN107286098 (2017); [25] US2768202 (1955); [26] Farmaco (1956); [27] Roczniki Chemii (1956); [28] Chem.Abstr. (1957); [29] US2692265 (1951); [30] Journal of Heterocyclic Chemistry (1993); [31] Journal of Medicinal Chemistry (1989); [32] J. Appl. Chem. USSR (1988); [33] Zhurnal Prikladnoi Khimii (1988); [34] Pharmaceutical Research (2001); [35] Pesticide Science (1994); [36] Arzneimittel-Forschung (2002); [37] Journal of Organic Chemistry (2004); [38] Organic and Biomolecular Chemistry (2005); [39] Tetrahedron Asymmetry (2006); [40] Bioorganic and Medicinal Chemistry (2006); [41] Tetrahedron Letters (2004); [42] US2002/25960 (2002); [43] US2004/6123 (2004); [44] WO2004/65389 (2004); [45] Bioorganic and Medicinal Chemistry (2010); [46] Journal of Medicinal Chemistry (2009); [47] Bioorganic and Medicinal Chemistry Letters (2010); [48] Chemistry - A European Journal (2013); [49] European Journal of Medicinal Chemistry (2013); [50] WO2014/13076 (2014); [51] Organic Letters (2014); [52] RSC Advances (2015); [53] Bioorganic and Medicinal Chemistry (2015); [54] Angewandte Chemie - International Edition (2015); [55] Angew. Chem. (2015); [56] European Journal of Organic Chemistry (2015); [57] Bioorganic and Medicinal Chemistry (2015); [58] Journal of the Serbian Chemical Society (2015); [59] European Journal of Medicinal Chemistry (2016); [60] Chemical Biology and Drug Design (2016); [61] European Journal of Medicinal Chemistry (2016); [62] Bioorganic and Medicinal Chemistry (2016); [63] European Journal of Medicinal Chemistry (2017); [64] New Journal of Chemistry (2018); [65] CN106349241 (2017); [66] Journal of Medicinal Chemistry (2017); [67] Applied Organometallic Chemistry (2018); [68] WO2004/111052 (2004)
合成路线 2(2. 合成:1440-61-5)
- 步骤: 在含10mL氯仿的圆底烧瓶中加入吗啉(1eq.),冰浴下加入氯乙酸酐(1eq.),室温搅拌1小时;减压除溶剂,油状物用20mL AcOEt稀释,15mL饱和NaHCO₃洗涤,无水硫酸镁干燥,减压除溶剂得4-(氯乙酰基)吗啉(黄色油,收率95%)。
- 条件: at 20℃; for 1 h.
- 产率: 95%
- 表征: IR(neat, cm⁻¹)1642, 1110; ¹H NMR(200MHz, CDCl₃)δ4.05(s, 2H), 3.76-3.65(m, 4H), 3.65-3.57(m, 2H), 3.56-3.47(m, 2H); ¹³C NMR(CDCl₃, 50MHz)δ165.2, 66.5, 46.7, 42.4, 40.5
- 参考文献: [1] Bioorganic and Medicinal Chemistry (2017)