3163-15-3 2-氨基间苯二酚

运输信息：冰袋运输。危险描述：非危险化学品。

化学合成。

化学合成

路线1：

• 原料：2-硝基苯-1,3-二醇（1.00g，6.5mmol）
• 溶剂：乙醇（20ml）
• 催化剂：钯碳（200mg）
• 条件：0-20℃，氩气氛，氢气置换后搅拌反应4h
• 后处理：反应完成后通过硅藻土过滤，滤液减压浓缩
• 收率：100%（827mg）
• 参考文献：[1] Patent: JP2016/124812, 2016, A. Location in patent: Paragraph 0089；[2] Bioorganic and Medicinal Chemistry, 2018, vol.26, #8, p.2186-2197；[3] Journal of Medicinal Chemistry, 1992, vol.35, #21, p.3792-3802；[4] Patent: WO2005/54249, 2005, A1. Location in patent: Page/Page column 24；[5] European Journal of Medicinal Chemistry, 2010, vol.45, #9, p.3531-3540；[6] Journal of Medicinal Chemistry, 2013, vol.56, #8, p.3310-3317；[7] Chemistry - A European Journal, 2018, vol.24, #56, p.14933-14937；[8] Patent: EP1452528, 2004, A1. Location in patent: Page 17；[9] Patent: WO2014/100730, 2014, A1. Location in patent: Paragraph 00344；[10] Chemical Science, 2014, vol.5, #10, p.3836-3844；[11] Patent: WO2008/129276, 2008, A1. Location in patent: Page/Page column 58；[12] Tetrahedron, 2007, vol.63, #28, p.6577-6586；[13] Patent: JP2018/100233, 2018, A. Location in patent: Paragraph 0071; 0072；[14] Organic Letters, 2002, vol.4, #23, p.4073-4075；[15] Journal of Catalysis, 2017, vol.351, p.79-89；[16] Zhurnal Obshchei Khimii, 1932, vol.2, p.761,768；[17] Chem. Zentralbl., 1933, vol.104, #II, p.1180；[18] Zhurnal Obshchei Khimii, 1932, vol.2, p.761,768；[19] Chem. Zentralbl., 1933, vol.104, #II, p.1180；[20] Canadian Journal of Chemistry, 1981, vol.59, #20, p.2981-2987；[21] Chemical Communications, 2002, #20, p.2450-2451；[22] Synthesis, 2005, #13, p.2210-2214；[23] Tetrahedron, 2006, vol.62, #25, p.5905-5914；[24] Tetrahedron Letters, 2004, vol.45, #16, p.3309-3311；[25] Bioorganic and Medicinal Chemistry Letters, 2007, vol.17, #20, p.5510-5513；[26] Patent: WO2005/61499, 2005, A1. Location in patent: Page/Page column 45；[27] Patent: US2006/79520, 2006, A1. Location in patent: Page/Page column 66；[28] Patent: US2002/119958, 2002, A1；[29] Patent: WO2008/110793, 2008, A1. Location in patent: Page/Page column 107；[30] Synlett, 2009, #3, p.437-440；[31] Patent: WO2004/63177, 2004, A1. Location in patent: Page 10; 25；[32] Patent: US2004/214870, 2004, A1. Location in patent: Page 24；[33] Patent: US2010/41891, 2010, A1. Location in patent: Page/Page column 54；[34] Patent: WO2006/44415, 2006, A2. Location in patent: Page/Page column 98-99；[35] Synthetic Communications, 2012, vol.42, #18, p.2772-2779；[36] Organic Letters, 2012, vol.14, #24, p.6298-6301；[37] Patent: US2013/317074, 2013, A1. Location in patent: Paragraph 0525; 0526; 0527；[38] Patent: US2014/30209, 2014, A1. Location in patent: Paragraph 0338; 0339; 0340；[39] Patent: WO2014/100734, 2014, A1. Location in patent: Paragraph 00325；[40] Patent: EP2881114, 2015, A1. Location in patent: Paragraph 0219；[41] Patent: EP2889031, 2015, A1. Location in patent: Paragraph 0194；[42] Patent: US2015/209301, 2015, A1. Location in patent: Paragraph 0368-0370；[43] Organic Letters, 2015, vol.17, #19, p.4774-4777；[44] Patent: US2015/366985, 2015, A1. Location in patent: Paragraph 0383；[45] Bioorganic and Medicinal Chemistry, 2016, vol.24, #12, p.2641-2653；[46] Journal of Medicinal Chemistry, 2017, vol.60, #11, p.4693-4713；[47] Patent: EP3401309, 2018, A1 路线2：
• 原料：2-硝基间苯二酚（1.00g，6.45mmol）
• 溶剂：乙醇（10mL）
• 催化剂：10% Pd/C（340mg，0.32mmol）
• 条件：室温，氢气气氛，搅拌反应6h
• 后处理：过滤移除不溶物，减压蒸馏除去溶剂
• 收率：97%（779mg）
• 表征：熔点153-155℃（分解）；1H NMR（CD3OD/CDCl3=1/20, 400MHz）δ：6.37（2H，d，J=8Hz），6.54（1H，t，J=8Hz）
• 参考文献：[1] Patent: JP2016/124812, 2016, A. Location in patent: Paragraph 0089；[2] Bioorganic and Medicinal Chemistry, 2018, vol.26, #8, p.2186-2197；[3] Journal of Medicinal Chemistry, 1992, vol.35, #21, p.3792-3802；[4] Patent: WO2005/54249, 2005, A1. Location in patent: Page/Page column 24