1950-68-1 4-甲氧苯磺酰肼

运输信息：冰袋运输。危险描述：非危险化学品（部分来源）；皮肤刺激（H315，100%）、严重眼刺激（H319，100%）、呼吸道刺激（H335，97.6%）；危险品运输编号3226，危险等级4.1（易燃固体），WGK Germany 3，海关编码29280000。防护措施：P261、P264等。

化学合成。

化学合成

合成路线1

• 步骤: 1. 在0℃下，向磺酰氯（1.0当量）的THF（0.2M）溶液中滴加水合肼（2.5当量），搅拌至TLC完全转化，用EtOAc稀释，盐水洗涤，Na₂SO₄干燥，真空除溶剂得磺酰肼；2. 向磺酰肼（1.0当量）的MeOH（0.5M）溶液中加酮（1.0当量），室温搅拌至TLC完全转化，真空除溶剂得磺酰腙；3. 将磺酰腙（0.5mmol）、硼酸（0.75mmol）、碳酸铯（0.75mmol）置于真空干燥管中30分钟，充氩气，加干燥脱气1,4-二恶烷（2mL），密封110℃加热18小时，冷却后用NaHCO₃淬灭，CH₂Cl₂萃取，MgSO₄干燥，真空除溶剂，快速柱色谱（10%-30% EtOAc/己烷）纯化得标题化合物。
• 条件: 0℃（第一步）；室温（第二步）；110℃，18小时（第三步）；氩气保护
• 收率: 100%
• 参考文献: [1] Marine Drugs, 2016, vol.14, #5；[2] RSC Advances, 2016, vol.6, #96, p.93476-93485；[3] Tetrahedron, 2017, vol.73, #49, p.6871-6879；[4] Journal of Organic Chemistry, 2014, vol.79, #1, p.328-338；[5] Bioorganic and Medicinal Chemistry, 2014, vol.22, #17, p.4629-4636；[6] Bioorganic and Medicinal Chemistry, 2015, vol.23, #13, p.3397-3407；[7] Archiv der Pharmazie, 2017, vol.350, #11；[8] Letters in Drug Design and Discovery, 2018, vol.15, #12, p.1288-1298；[9] Journal of Inorganic Biochemistry, 2013, vol.127, p.188-202；[10] Organic Letters, 2018, vol.20, #13, p.4023-4027；[11] Justus Liebigs Annalen der Chemie, 1959, vol.622, p.133,147；[12] Bulletin de la Societe Chimique de France, 1964, p.248-250；[13] Synthesis, 1993, #5, p.490-496；[14] Antimicrobial Agents and Chemotherapy, 2002, vol.46, #8, p.2450-2457；[15] Bioorganic and Medicinal Chemistry, 2009, vol.17, #21, p.7429-7434；[16] European Journal of Medicinal Chemistry, 2011, vol.46, #11, p.5540-5548；[17] Bioorganic and Medicinal Chemistry, 2012, vol.20, #9, p.2837-2844；[18] Chemistry - A European Journal, 2012, vol.18, #6, p.1582-1585；[19] Bioorganic and Medicinal Chemistry, 2012, vol.20, #9, p.2837-2844；[20] Organic and Biomolecular Chemistry, 2012, vol.10, #37, p.7479-7482；[21] Green Chemistry, 2014, vol.16, #9, p.4106-4109；[22] Green Chemistry, 2016, vol.18, #9, p.2609-2613；[23] Green Chemistry, 2017, vol.19, #1, p.112-116；[24] Green Chemistry, 2017, vol.19, #24, p.5794-5799；[25] Chemical Communications, 2014, vol.50, #86, p.13121-13123；[26] ACS Combinatorial Science, 2015, vol.17, #11, p.658-662；[27] Organic and Biomolecular Chemistry, 2015, vol.14, #2, p.590-597；[28] European Journal of Organic Chemistry, 2016, vol.2016, #5, p.910-912；[29] Organic and Biomolecular Chemistry, 2016, vol.14, #10, p.2824-2827；[30] Chemistry - An Asian Journal, 2016, vol.11, #4, p.478-481；[31] Medicinal Chemistry Research, 2016, vol.25, #7, p.1425-1432；[32] Medicinal Chemistry Research, 2016, vol.25, #8, p.1590-1607；[33] Organic and Biomolecular Chemistry, 2016, vol.14, #46, p.10833-10839；[34] European Journal of Organic Chemistry, 2017, vol.2017, #24, p.3512-3515；[35] Journal of Organic Chemistry, 2017, vol.82, #13, p.6764-6769；[36] Organic and Biomolecular Chemistry, 2017, vol.15, #37, p.7819-7823；[37] Green Chemistry, 2017, vol.19, #24, p.5940-5948；[38] New Journal of Chemistry, 2018, vol.42, #13, p.10953-10957；[39] Chemical Communications, 2018, vol.54, #81, p.11471-11474；[40] Journal of Organic Chemistry, 2018, vol.83, #23, p.14419-14430 路线2：以对甲氧基苯磺酰氯为原料
• 步骤: 1. 0℃下，向对甲氧基苯磺酰氯（1.0当量）的THF（0.2M）溶液中滴加水合肼（2.5当量），搅拌至TLC完全转化，EtOAc稀释，盐水洗涤，Na₂SO₄干燥，真空除溶剂得对甲氧基苯磺酰肼；2. 对甲氧基苯磺酰肼（1.0当量）的MeOH（0.5M）溶液中加酮（1.0当量），室温搅拌至TLC完全转化，真空除溶剂得对甲氧基苯磺酰腙；3. 将对甲氧基苯磺酰腙（0.5mmol）、硼酸（0.75mmol）、碳酸铯（0.75mmol）置于真空干燥管中30分钟，充氩气，加干燥脱气1,4-二恶烷（2mL），密封110℃加热18小时，冷却后用饱和NaHCO₃淬灭，CH₂Cl₂萃取，MgSO₄干燥，真空除溶剂，快速柱色谱（10%-30% EtOAc/己烷）纯化得目标产物。
• 条件: 0℃（第一步）；室温（第二步）；110℃，18小时（第三步）；氩气保护
• 收率: 未明确
• 参考文献: [1] Marine Drugs, 2016, vol.14, #5；[2] RSC Advances, 2016, vol.6, #96, p.93476-93485；[3] Tetrahedron, 2017, vol.73, #49, p.6871-6879；[4] Journal of Organic Chemistry, 2014, vol.79, #1, p.328-338；[5] Bioorganic and Medicinal Chemistry, 2014, vol.22, #17, p.4629-4636；[6] Bioorganic and Medicinal Chemistry, 2015, vol.23, #13, p.3397-3407；[7] Archiv der Pharmazie, 2017, vol.350, #11；[8] Letters in Drug Design and Discovery, 2018, vol.15, #12, p.1288-1298；[9] Journal of Inorganic Biochemistry, 2013, vol.127, p.188-202；[10] Organic Letters, 2018, vol.20, #13, p.4023-4027；[11] Justus Liebigs Annalen der Chemie, 1959, vol.622, p.133,147；[12] Bulletin de la Societe Chimique de France, 1964, p.248-250；[13] Synthesis, 1993, #5, p.490-496；[14] Antimicrobial Agents and Chemotherapy, 2002, vol.46, #8, p.2450-2457；[15] Bioorganic and Medicinal Chemistry, 2009, vol.17, #21, p.7429-7434；[16] European Journal of Medicinal Chemistry, 2011, vol.46, #11, p.5540-5548；[17] Bioorganic and Medicinal Chemistry, 2012, vol.20, #9, p.2837-2844；[18] Chemistry - A European Journal, 2012, vol.18, #6, p.1582-1585；[19] Bioorganic and Medicinal Chemistry, 2012, vol.20, #9, p.2837-2844；[20] Organic and Biomolecular Chemistry, 2012, vol.10, #37, p.7479-7482；[21] Green Chemistry, 2014, vol.16, #9, p.4106-4109；[22] Green Chemistry, 2016, vol.18, #9, p.2609-2613；[23] Green Chemistry, 2017, vol.19, #1, p.112-116；[24] Green Chemistry, 2017, vol.19, #24, p.5794-5799；[25] Chemical Communications, 2014, vol.50, #86, p.13121-13123；[26] ACS Combinatorial Science, 2015, vol.17, #11, p.658-662；[27] Organic and Biomolecular Chemistry, 2015, vol.14, #2, p.590-597；[28] European Journal of Organic Chemistry, 2016, vol.2016, #5, p.910-912；[29] Organic and Biomolecular Chemistry, 2016, vol.14, #10, p.2824-2827；[30] Chemistry - An Asian Journal, 2016, vol.11, #4, p.478-481；[31] Medicinal Chemistry Research, 2016, vol.25, #7, p.1425-1432；[32] Medicinal Chemistry Research, 2016, vol.25, #8, p.1590-1607；[33] Organic and Biomolecular Chemistry, 2016, vol.14, #46, p.10833-10839；[34] European Journal of Organic Chemistry, 2017, vol.2017, #24, p.3512-3515；[35] Journal of Organic Chemistry, 2017, vol.82, #13, p.6764-6769；[36] Organic and Biomolecular Chemistry, 2017, vol.15, #37, p.7819-7823；[37] Green Chemistry, 2017, vol.19, #24, p.5940-5948；[38] New Journal of Chemistry, 2018, vol.42, #13, p.10953-10957；[39] Chemical Communications, 2018, vol.54, #81, p.11471-11474；[40] Journal of Organic Chemistry, 2018, vol.83, #23, p.14419-14430