42518-98-9 5-氯噻吩-2-甲酰氯

中文名称: 5-氯噻吩-2-甲酰氯
英文名称: 5-Chlorothiophene-2-carbonyl chloride
CAS号

词条详情加载中…

名称和标识

中文名: 5-氯噻吩-2-甲酰氯
英文名: 5-Chlorothiophene-2-carbonyl chloride
CAS号: 42518-98-9
分子式: C5H2Cl2OS
分子量: 181.04
中文别名: 5-氯-2-酰氯噻吩; 5-氯噻吩-2-酰氯; 5-氯-2-噻吩甲酰氯; 2-氯-5-噻吩甲酰氯; 利伐沙班侧链; 5-氯噻吩-2-碳酰氯
英文别名: 5-CHOROTHIOPHENE-2-ARBONYL CHLORIDE; 2-Thiophenecarbonyl chloride, 5-chloro- (9CI); 5-Chorothiophene-2-carbonyl chloride; 2-thiophenecarbonyl chloride, 5-chloro-; 5-Chloro-2-thiophenecarbonyl chloride; 2-Chloro-5-(chlorocarbonyl)thiophene; 2-Chloro-5-(chloroformyl)thiophene; 5-Chloro-2-thenoyl Chloride; 5-Chloro-thiophene-2-carbonyl chloride

物化属性

LogP: 2.66
LogS: -3.46
PSA: 45.31 Å²
储存条件: 存放于惰性气体之中;避免湿气 (分解)
外观: Light orange to Yellow to Green clear liquid
密度

安全信息

安全说明

危险性质：非危险化学品

生产及用途

用途与制备

化学合成。

医药; 农药; 染料

合成路线 1（1. 合成：42518-98-9）

产率：80% 合成条件：Stage #1: With pyridine; disulfur dichloride In chlorobenzene at 20℃; for 2 h; Stage #2: With sulfuryl dichloride In chlorobenzene at 20 - 132℃; for 15.50 h; 实验步骤：在室温下搅拌的同时，向2-乙酰基-5-氯噻吩（0.161mg，1.0mmol），吡啶（0.012ml，0.15mmol）和氯苯（0.35ml）的混合物中加入S2Cl 2（0.16ml，2.0mmol）。 2小时后，滴加SO 2 Cl 2（0.121ml，1.5mmol），将得到的混合物在室温下搅拌0.5小时。然后将混合物在132℃下搅拌15小时。将混合物用CDCl 3（2ml）稀释，加入内标（1BU 3 PO 4,0.0552ml，0.20mmol），并分析混合物。 1H NMR表明已形成5-氯-2-噻吩碳酰氯，产率为80％。 1 H NMR（PhCl，CDCl 3,400MHz）δ= 7.99（d，J = 4Hz，1H），6.86（d，J = 4Hz，1H）。 参考文献：

[1] Patent: WO2017/5606, 2017, A1. Location in patent: Page/Page column 33 [2] Patent: WO2016/150937, 2016, A1. Location in patent: Page/Page column 27 [3] Recueil des Travaux Chimiques des Pays-Bas, 1950, vol. 69, p. 1083,1103 [4] Journal of Organic Chemistry, 2015, vol. 80, # 20, p. 10370 - 10374 [5] Patent: WO2016/202757, 2016, A1. Location in patent: Page/Page column 30

合成路线 2（2. 合成：42518-98-9）

产率：100% 合成条件：With thionyl chloride In dichloromethane for 16 h; Heating / reflux 实验步骤：将32.0g（0.20mmol）5-氯 - 噻吩-2-甲酸150ml二氯甲烷在100ml亚硫酰氯和250μlDMF搅拌下回流16小时。将反应混合物蒸发掉。将每种情况下的残余物与甲苯混合5次，用二氯甲烷混合2次并完全蒸发。残余物不经任何进一步纯化直接反应。产量：quant.C5H2Cl2OS（181.04） 参考文献：

[1] Patent: US2008/51578, 2008, A1. Location in patent: Page/Page column 39 [2] Patent: US2011/34453, 2011, A1. Location in patent: Page/Page column 14 [3] Journal of Labelled Compounds and Radiopharmaceuticals, 2006, vol. 49, # 11, p. 929 - 934 [4] Patent: CN106187993, 2016, A. Location in patent: Paragraph 0031; 0032; 0033; 0034; 0035; 0036; 0037-0049 [5] Patent: CN106146457, 2016, A. Location in patent: Paragraph 0074; 0075; 0076 [6] Patent: WO2015/11617, 2015, A1. Location in patent: Page/Page column 9 [7] Patent: US2010/184767, 2010, A1. Location in patent: Page/Page column 14 [8] Patent: US2010/273789, 2010, A1. Location in patent: Page/Page column 9 [9] Patent: US2011/172232, 2011, A1. Location in patent: Page/Page column 10-11 [10] Chemistry - A European Journal, 2012, vol. 18, # 1, p. 213 - 222 [11] Recueil des Travaux Chimiques des Pays-Bas, 1950, vol. 69, p. 1083,1103 [12] European Journal of Medicinal Chemistry, 1988, vol. 23, p. 477 - 482 [13] Archiv der Pharmazie, 1998, vol. 331, # 12, p. 405 - 411 [14] Bioorganic and Medicinal Chemistry Letters, 2000, vol. 10, # 15, p. 1723 - 1727 [15] Patent: US2005/182055, 2005, A1. Location in patent: Page/Page column 4 [16] Patent: WO2005/68456, 2005, A1. Location in patent: Page/Page column 8 [17] Patent: WO2005/111029, 2005, A1. Location in patent: Page/Page column 231-232 [18] Patent: WO2004/60887, 2004, A1. Location in patent: Page/Page column 8-9 [19] Patent: US2006/142263, 2006, A1. Location in patent: Page/Page column 61 [20] Patent: WO2006/2099, 2006, A2. Location in patent: Page/Page column 77 [21] Patent: US2006/183769, 2006, A1. Location in patent: Page/Page column 62-63 [22] Patent: US5047554, 1991, A [23] Patent: US4590203, 1986, A [24] Patent: US2007/149522, 2007, A1 [25] Patent: WO2008/86226, 2008, A2. Location in patent: Page/Page column 62-63 [26] Patent: US2009/36504, 2009, A1. Location in patent: Page/Page column 6 [27] Patent: WO2004/83174, 2004, A2. Location in patent: Page 180 [28] Patent: WO2004/101557, 2004, A1. Location in patent: Page/Page column 31 [29] Patent: WO2005/111014, 2005, A1. Location in patent: Page/Page column 135 [30] Patent: US2010/4292, 2010, A1. Location in patent: Page/Page column 12 [31] Patent: US2010/48548, 2010, A1. Location in patent: Page/Page column 9 [32] Patent: US2010/216769, 2010, A1. Location in patent: Page/Page column 19 [33] Patent: WO2006/63113, 2006, A2. Location in patent: Page/Page column 119-120 [34] Patent: US2008/51578, 2008, A1. Location in patent: Page/Page column 36 [35] Patent: WO2011/80341, 2011, A1. Location in patent: Page/Page column 23; 24 [36] Patent: WO2012/35057, 2012, A2. Location in patent: Page/Page column 6; 28-29 [37] Bioorganic and Medicinal Chemistry, 2012, vol. 20, # 9, p. 2803 - 2810 [38] Patent: WO2012/159992, 2012, A1. Location in patent: Page/Page column 19 [39] Patent: WO2013/53739, 2013, A1. Location in patent: Page/Page column 34 [40] Patent: WO2013/98833, 2013, A2. Location in patent: Page/Page column 40 [41] Patent: WO2013/120465, 2013, A1. Location in patent: Page/Page column 37 [42] Patent: WO2013/46211, 2013, A1. Location in patent: Page/Page column 48; 49 [43] Patent: WO2013/152168, 2013, A1. Location in patent: Page/Page column 16-17 [44] Patent: US2013/137730, 2013, A1. Location in patent: Paragraph 0111-0112 [45] Patent: WO2014/20458, 2014, A1. Location in patent: Page/Page column 7 [46] Patent: US2014/128601, 2014, A1. Location in patent: Paragraph 0067 [47] Patent: WO2014/174102, 2014, A1. Location in patent: Page/Page column 6 [48] Patent: US2014/378682, 2014, A1. Location in patent: Paragraph 0203; 0217 [49] Patent: WO2015/26761, 2015, A1. Location in patent: Page/Page column 22 [50] European Journal of Medicinal Chemistry, 2015, vol. 95, p. 388 - 399 [51] Patent: WO2015/198259, 2015, A1. Location in patent: Page/Page column 7 [52] European Journal of Organic Chemistry, 2016, vol. 2016, # 12, p. 2139 - 2144 [53] Patent: WO2016/30669, 2016, A1. Location in patent: Page/Page column 29 [54] Molecules, 2016, vol. 21, # 5, [55] Patent: WO2016/199027, 2016, A1. Location in patent: Page/Page column 20 [56] Patent: CN105820163, 2016, A. Location in patent: Paragraph 0140 [57] Patent: CN104016975, 2017, B. Location in patent: Paragraph 0137-0140 [58] Organic Preparations and Procedures International, 2017, vol. 49, # 2, p. 169 - 177 [59] Patent: CN104592204, 2017, B. Location in patent: Paragraph 0054; 0057 [60] International Journal of Molecular Sciences, 2017, vol. 18, # 6, [61] Medicinal Chemistry Research, 2017, vol. 26, # 12, p. 3345 - 3353 [62] Patent: KR2017/98031, 2017, A. Location in patent: Paragraph 0064-0068; 0085-0087 [63] Patent: EP2314593, 2016, B1. Location in patent: Paragraph 0050 [64] Patent: US2016/145268, 2016, A1. Location in patent: Paragraph 0276 [65] Journal of Heterocyclic Chemistry, 2018, vol. 55, # 6, p. 1410 - 1418 [66] Patent: CN104844588, 2018, B. Location in patent: Paragraph 0030-0031

42518-98-9 5-氯噻吩-2-甲酰氯 - 化工 AI 网

42518-98-9 5-氯噻吩-2-甲酰氯