未明确提及具体用途,需结合应用领域进一步研究。
医药; 农药
合成路线 1(1. 合成:5948-71-0)
产率:98%
合成条件:With bismuth vanadate In neat (no solvent) at 120℃; for 0.75 h; Green chemistry
实验步骤:一般步骤:将缩氨基脲(1mmol),1,3-二羰基化合物(1mmol),脲(或硫脲)(1.2mmol)和BiVO4-NPs(30mg,9.3mol)在EtOH(2mL)中的混合物搅拌均匀。 回流条件。 在反应完成后(通过TLC监测),将混合物冷却至室温并过滤以分离催化剂。 然后将粗产物从EtOH中重结晶,得到纯产物
参考文献:
- [1] Journal of the Iranian Chemical Society, 2017, vol. 14, # 1, p. 75 - 87 [2] Phosphorus, Sulfur and Silicon and the Related Elements, 2010, vol. 185, # 2, p. 325 - 329 [3] Heteroatom Chemistry, 2007, vol. 18, # 6, p. 684 - 687
合成路线 2(2. 合成:5948-71-0)
产率:100%
合成条件:With copper(II) bis(trifluoromethanesulfonate) In ethanol at 100℃; for 1 h; Microwave irradiation; Inert atmosphere
实验步骤:通用方法:将醛(1.0mmol),乙酰乙酸乙酯(1.0mmol),尿素(1.5mmol),Cu(OTf)2(0.02mmol)和EtOH(2mL)加入装有磁力搅拌棒的微波小瓶中。。 将反应容器密封并在微波反应器(CEM Discover.TM。系统)中在100℃的温度下照射1小时,最大功率为200W。将反应混合物冷却至室温过夜,并将反应混合物冷却至室温。 过滤所得沉淀物并用H 2 O和己烷洗涤。 通过TLC,高分辨率质谱,IR和1H和13C NMR光谱确认产物的特性和纯度
参考文献:
- [1] Tetrahedron Letters, 2011, vol. 52, # 1, p. 80 - 84 [2] Tetrahedron Letters, 2001, vol. 42, # 34, p. 5917 - 5919 [3] Bioorganic and Medicinal Chemistry Letters, 2007, vol. 17, # 12, p. 3508 - 3510 [4] Tetrahedron, 2008, vol. 64, # 22, p. 5023 - 5031 [5] ChemCatChem, 2014, vol. 6, # 12, p. 3455 - 3463 [6] Journal of Heterocyclic Chemistry, 2015, vol. 52, # 5, p. 1496 - 1502 [7] Dalton Transactions, 2015, vol. 44, # 40, p. 17829 - 17840 [8] Journal of the Iranian Chemical Society, 2017, vol. 14, # 1, p. 75 - 87 [9] Synlett, 2004, # 2, p. 235 - 238 [10] Indian Journal of Chemistry - Section B Organic and Medicinal Chemistry, 2006, vol. 45, # 4, p. 1067 - 1071 [11] Journal of Organic Chemistry, 2000, vol. 65, # 12, p. 3864 - 3866 [12] Synthetic Communications, 2007, vol. 37, # 22, p. 3907 - 3916 [13] Phosphorus, Sulfur and Silicon and the Related Elements, 2009, vol. 184, # 7, p. 1722 - 1728 [14] Tetrahedron Letters, 2010, vol. 51, # 52, p. 6897 - 6900 [15] Science China Chemistry, 2011, vol. 54, # 1, p. 74 - 80 [16] Letters in Organic Chemistry, 2011, vol. 8, # 8, p. 577 - 581 [17] Journal of Chemical Research, 2012, vol. 36, # 4, p. 200 - 202 [18] Monatshefte fur Chemie, 2012, vol. 143, # 12, p. 1671 - 1674 [19] Synthetic Communications, 2013, vol. 43, # 11, p. 1477 - 1483 [20] Monatshefte fur Chemie, 2013, vol. 144, # 12, p. 1865 - 1870 [21] Chinese Chemical Letters, 2014, vol. 25, # 1, p. 111 - 114 [22] Bioorganic and Medicinal Chemistry Letters, 2014, vol. 24, # 13, p. 2897 - 2899 [23] RSC Advances, 2014, vol. 4, # 97, p. 54854 - 54863 [24] Australian Journal of Chemistry, 2016, vol. 69, # 2, p. 230 - 238 [25] Journal of Solid State Chemistry, 2016, vol. 241, p. 86 - 98 [26] Letters in Organic Chemistry, 2016, vol. 13, # 6, p. 406 - 413 [27] Asian Journal of Chemistry, 2017, vol. 29, # 3, p. 529 - 534 [28] Synthesis, 2004, # 7, p. 1047 - 1051 [29] Synthetic Communications, 2006, vol. 36, # 7, p. 835 - 841 [30] European Journal of Organic Chemistry, 2004, # 3, p. 552 - 557 [31] Beilstein Journal of Organic Chemistry, 2009, vol. 5, [32] Journal of the Iranian Chemical Society, 2011, vol. 8, # 3, p. 608 - 615 [33] Journal of the Chilean Chemical Society, 2012, vol. 57, # 1, p. 1012 - 1016 [34] Tetrahedron, 2014, vol. 70, # 6, p. 1383 - 1386 [35] Chemistry - A European Journal, 2014, vol. 20, # 11, p. 3212 - 3217 [36] RSC Advances, 2015, vol. 5, # 31, p. 24681 - 24686 [37] New Journal of Chemistry, 2016, vol. 40, # 1, p. 512 - 520 [38] Journal of Molecular Liquids, 2016, vol. 216, p. 364 - 369 [39] RSC Advances, 2016, vol. 6, # 71, p. 67072 - 67085 [40] Bulletin of the Chemical Society of Ethiopia, 2017, vol. 31, # 2, p. 313 - 321 [41] Research on Chemical Intermediates, 2018, vol. 44, # 5, p. 3097 - 3113 [42] Tetrahedron Letters, 2002, vol. 43, # 14, p. 2657 - 2659 [43] Tetrahedron Letters, 2003, vol. 44, # 14, p. 2889 - 2891 [44] Journal of Chemical Research - Part S, 2003, # 9, p. 601 - 602 [45] Synthetic Communications, 2004, vol. 34, # 17, p. 3167 - 3174 [46] Tetrahedron Letters, 2005, vol. 46, # 36, p. 6037 - 6040 [47] Synthetic Communications, 2004, vol. 34, # 16, p. 3009 - 3016 [48] Mendeleev Communications, 2005, vol. 15, # 4, p. 150 - 151 [49] Indian Journal of Chemistry - Section B Organic and Medicinal Chemistry, 2006, vol. 45, # 10, p. 2325 - 2329 [50] Heterocyclic Communications, 2007, vol. 13, # 5, p. 277 - 282 [51] Indian Journal of Chemistry - Section B Organic and Medicinal Chemistry, 2007, vol. 46, # 11, p. 1886 - 1889 [52] Journal of Heterocyclic Chemistry, 2008, vol. 45, # 4, p. 1191 - 1194 [53] Synthetic Communications, 2009, vol. 39, # 6, p. 958 - 979 [54] Synthetic Communications, 2009, vol. 39, # 10, p. 1801 - 1808 [55] Phosphorus, Sulfur and Silicon and the Related Elements, 2009, vol. 184, # 9, p. 2465 - 2471 [56] Tetrahedron Letters, 2010, vol. 51, # 8, p. 1187 - 1189 [57] Synthetic Communications, 2010, vol. 40, # 8, p. 1115 - 1122 [58] Helvetica Chimica Acta, 2010, vol. 93, # 2, p. 261 - 264 [59] Bulletin of the Korean Chemical Society, 2010, vol. 31, # 2, p. 351 - 354 [60] Indian Journal of Chemistry - Section B Organic and Medicinal Chemistry, 2010, vol. 49, # 3, p. 360 - 363 [61] Journal of the Korean Chemical Society, 2011, vol. 55, # 4, p. 666 - 672 [62] Heterocycles, 2011, vol. 83, # 9, p. 2067 - 2077 [63] Asian Journal of Chemistry, 2010, vol. 22, # 2, p. 877 - 887 [64] Collection of Czechoslovak Chemical Communications, 2011, vol. 76, # 8, p. 989 - 995 [65] Asian Journal of Chemistry, 2010, vol. 22, # 7, p. 5784 - 5786 [66] Journal of Chemical Sciences (Bangalore), 2012, vol. 124, # 4, p. 921 - 926,6 [67] Phosphorus, Sulfur and Silicon and the Related Elements, 2013, vol. 188, # 5, p. 596 - 608 [68] Heterocycles, 2015, vol. 91, # 1, p. 105 - 112 [69] Journal of the Chinese Chemical Society, 2014, vol. 61, # 11, p. 1254 - 1258 [70] Research on Chemical Intermediates, 2016, vol. 42, # 4, p. 3303 - 3314 [71] RSC Advances, 2016, vol. 6, # 112, p. 110928 - 110934 [72] RSC Advances, 2016, vol. 6, # 115, p. 113844 - 113858 [73] RSC Advances, 2017, vol. 7, # 29, p. 17732 - 17740 [74] Research on Chemical Intermediates, 2017, vol. 43, # 5, p. 3325 - 3347 [75] Patent: CN106632073, 2017, A. Location in patent: Paragraph 0028; 0038; 0039 [76] New Journal of Chemistry, 2017, vol. 41, # 14, p. 6893 - 6901 [77] Synthetic Communications, 2002, vol. 32, # 1, p. 147 - 151 [78] Journal of Chemical Research - Part S, 2003, # 9, p. 544 - 545 [79] Indian Journal of Chemistry - Section B Organic and Medicinal Chemistry, 2005, vol. 44, # 4, p. 762 - 767 [80] Molecules, 2006, vol. 11, # 8, p. 649 - 654 [81] Indian Journal of Chemistry - Section B Organic and Medicinal Chemistry, 2007, vol. 46, # 10, p. 1690 - 1694 [82] Indian Journal of Chemistry - Section B Organic and Medicinal Chemistry, 2007, vol. 46, # 9, p. 1545 - 1548 [83] Journal of Heterocyclic Chemistry, 2008, vol. 45, # 4, p. 1183 - 1185 [84] Phosphorus, Sulfur and Silicon and the Related Elements, 2009, vol. 184, # 9, p. 2333 - 2338 [85] Asian Journal of Chemistry, 2010, vol. 22, # 1, p. 283 - 287 [86] Catalysis Communications, 2011, vol. 15, # 1, p. 123 - 126 [87] Journal of Molecular Catalysis A: Chemical, 2012, vol. 352, p. 75 - 80 [88] Inorganic Chemistry Communications, 2012, vol. 17, p. 58 - 63 [89] Journal of the Korean Chemical Society, 2013, vol. 57, # 2, p. 169 - 171 [90] Catalysis Letters, 2012, vol. 142, # 12, p. 1505 - 1511 [91] Indian Journal of Chemistry - Section B Organic and Medicinal Chemistry, 2013, vol. 52, # 8, p. 1161 - 1165 [92] RSC Advances, 2014, vol. 4, # 21, p. 10514 - 10518 [93] Journal of Molecular Catalysis A: Chemical, 2014, vol. 387, p. 45 - 56 [94] Journal of Molecular Catalysis A: Chemical, 2017, vol. 426, p. 198 - 204 [95] Catalysis Letters, 2017, vol. 147, # 3, p. 674 - 685 [96] Russian Journal of General Chemistry, 2017, vol. 87, # 4, p. 842 - 845 [97] Zh. Obshch. Khim., 2017, vol. 87, # 4, p. 842 - 845,4 [98] Catalysis Letters, 2017, vol. 147, # 6, p. 1551 - 1566 [99] Journal of Chemical Sciences, 2015, vol. 127, # 6, p. 1047 - 1052 [100] Research on Chemical Intermediates, 2018, vol. 44, # 7, p. 4083 - 4101 [101] Synlett, 2000, # 1, p. 63 - 64
合成路线 3(3. 合成:5948-71-0)
产率:82%
合成条件:Stage #1: With T 3 P; dimethyl sulfoxide In ethyl acetate at 20℃; Inert atmosphere; Green chemistry Stage #2: at 60 - 70℃; Inert atmosphere; Green chemistry
实验步骤:一般程序:向乙醇(4mL)和DMSO(2mL)的溶剂混合物中的醇(1.0mmol)溶液中加入T3P(2mmol,50%乙酸乙酯溶液),得到的反应混合物 在氮气氛下在室温下搅拌1-2小时。 通过TLC监测反应。 加入β-酮酯/β-氧代硫代酯(1.0mmol)和尿素(1.5mmol)并在60-70℃下再搅拌4-6小时。 反应完成后,蒸发溶剂,将混合物倒入碎冰中。 继续搅拌几分钟。 过滤固体产物,用冷水洗涤,用乙醇重结晶,得到纯产物。
参考文献:
- [1] European Journal of Organic Chemistry, 2015, vol. 2015, # 32, p. 6994 - 6998 [2] Heterocycles, 2005, vol. 65, # 4, p. 767 - 773 [3] Chemistry Letters, 2014, vol. 43, # 2, p. 178 - 180