5-氯-2-巯基苯并噁唑合成路线 （共 27 条）
反应条件
1: dichloromethane; N,N-dimethyl-formamide / 1.75 h / 20 - 25 °C 2: triethylamine / dichloromethane / 2.5 h / 0 - 20 °C 3: 1,8-diazabicyclo[5.4.0]undec-7-ene / dichloromethane; water; acetonitrile / 10.08 h / 20 - 40 °C 4: tetrahydrofuran / 5 - 60 °C 5: sodium acetate; sodium tris(acetoxy)borohydride; acetic acid / dichloromethane / 15 - 20 °C View Scheme
参考文献
MERCK SHARP and DOHME CORP.; MERCK SHARP and DOHME LIMITED; BAXTER, Carl, A.; CLEATOR, Edward; KRSKA, Shane, W.; SHEEN, Faye; STEWART, Gavin; STROTMAN, Neil; WALLACE, Debra, J.; WRIGHT, Timothy
Patent: WO2012/148553 A1, 2012 ;
WO 2012/148553 A1
反应条件
benzyl chloride 26 h; Ambient temperature; Yield given. Yields of byproduct given;
参考文献
Yamato, Masatoshi; Takeuchi, Yasuo; Hashigaki, Kuniko; Hirota, Takashi
Chemical & Pharmaceutical Bulletin, 1983 , vol. 31, # 2 p. 733 - 736
反应条件
1.1: oxalyl dichloride / N,N-dimethyl-formamide / dichloromethane / 1.75 h / 25 °C / Industry scale 1.2: 2.5 h / 10 - 20 °C 1.3: 10 h / 20 °C 2.1: hydrogenchloride; water / 10 h / 20 - 30 °C 2.2: 35 °C / pH > 10 2.3: 24 h / -5 °C / Inert atmosphere 3.1: oxalyl dichloride / N,N-dimethyl-formamide / dichloromethane / 1 h / 0 - 10 °C / Industry scale 3.2: 1 h / 15 °C View Scheme
参考文献
MERCK SHARP and DOHME CORP.; MERCK SHARP and DOHME LIMITED; BAXTER, Carl, A.; CLEATOR, Edward; KRSKA, Shane, W.; SHEEN, Faye; STEWART, Gavin; STROTMAN, Neil; WALLACE, Debra, J.; WRIGHT, Timothy
Patent: WO2012/148553 A1, 2012 ;
WO 2012/148553 A1
反应条件
benzyl chloride 26 h; Ambient temperature; Yield given. Yields of byproduct given;
参考文献
Yamato, Masatoshi; Takeuchi, Yasuo; Hashigaki, Kuniko; Hirota, Takashi
Chemical & Pharmaceutical Bulletin, 1983 , vol. 31, # 2 p. 733 - 736
参考文献
Meiji Seika Kaisha, Ltd; Koichi Shudo
Patent: US6037342 A1, 2000 ;
反应条件
1.1: oxalyl dichloride / N,N-dimethyl-formamide / dichloromethane / 1.75 h / 25 °C / Industry scale 1.2: 2.5 h / 10 - 20 °C 1.3: 10 h / 20 °C 2.1: hydrogenchloride; water / 10 h / 20 - 30 °C 2.2: 35 °C / pH > 10 2.3: 24 h / -5 °C / Inert atmosphere View Scheme
参考文献
MERCK SHARP and DOHME CORP.; MERCK SHARP and DOHME LIMITED; BAXTER, Carl, A.; CLEATOR, Edward; KRSKA, Shane, W.; SHEEN, Faye; STEWART, Gavin; STROTMAN, Neil; WALLACE, Debra, J.; WRIGHT, Timothy
Patent: WO2012/148553 A1, 2012 ;
WO 2012/148553 A1
反应条件
1: chlorine / chloroform / 20 °C / Cooling with ice 2: triethylamine / dichloromethane / 20 °C View Scheme
参考文献
Kablaoui, Natasha; Patel, Snahel; Shao, Jay; Demian, Douglas; Hoffmaster, Keith; Berlioz, Francioise; Vazquez, Michael L.; Moore, William M.; Nugent, Richard A.
Bioorganic and Medicinal Chemistry Letters, 2013 , vol. 23, # 3 p. 907 - 911
参考文献
Stewart, Gavin W.; Baxter, Carl A.; Cleator, Ed; Sheen, Faye J.
Journal of Organic Chemistry, 2009 , vol. 74, # 8 p. 3229 - 3231
反应条件
1: aq. NaOH
2: Heating
View Scheme
参考文献
Sam,J.; Plampin,J.N.
Journal of Pharmaceutical Sciences, 1964 , vol. 53, p. 538 - 544
反应条件
in butan-1-ol
10 h; Heating;
参考文献
Swelam, Samira Abou-Srie; Abu-Bakr, Sherifa Mostafa
Heterocyclic Communications, 2008 , vol. 14, # 1-2 p. 115 - 122
