1-苄基-1H-1,2,3-噻唑-4-羧酸合成路线 (共 10 条)
反应条件
1: acetylenecarboxylic acid With 2-nitrobenzeneboronic acid in 1,2-dichloro-ethane
T=25°C; 0.166667 h; Inert atmosphere;
2: benzyl azide in 1,2-dichloro-ethane
T=25°C; Huisgen cycloaddition; 4 h; Inert atmosphere; regioselective reaction;
参考文献
Zheng, Hongchao; McDonald, Robert; Hall, Dennis G.
Chemistry - A European Journal, 2010 , vol. 16, # 18 p. 5454 - 5460
反应条件
hydrogenchloride; sodium hydroxide in methanol; ethyl acetate
参考文献
Aventis Pharma Deutschland GmbH
Patent: US2004/220191 A1, 2004 ;
反应条件
sodium azide; sodium carbonate; sodium L-ascorbate; copper(II) sulfate; DL-proline in dimethyl sulfoxide
T=65°C;
参考文献
Aufort, Marie; Herscovici, Jean; Bouhours, Pascale; Moreau, Nicole; Girard, Christian
Bioorganic and Medicinal Chemistry Letters, 2008 , vol. 18, # 3 p. 1195 - 1198
反应条件
water; lithium hydroxide hydrate in tetrahydrofuran; methanol
T=80°C; 4 h; TemperatureTime;
参考文献
Ye, Xiaohan; He, Zhengrong; Ahmed, Tonia; Weise, Keith; Akhmedov, Novruz G.; Petersen, Jeffrey L.; Shi, Xiaodong
Chemical Science, 2013 , vol. 4, # 9 p. 3712 - 3716
反应条件
1: propynoic acid methyl ester; acetylenecarboxylic acid With 2-nitrobenzeneboronic acid in 1,2-dichloro-ethane
T=25°C; 0.166667 h; Inert atmosphere;
2: benzyl azide in 1,2-dichloro-ethane
T=25°C; Huisgen cycloaddition; 2 h; Inert atmosphere;
参考文献
Zheng, Hongchao; McDonald, Robert; Hall, Dennis G.
Chemistry - A European Journal, 2010 , vol. 16, # 18 p. 5454 - 5460
反应条件
1.1: acetonitrile-D3 / 0.75 h / 105 °C / |Inert atmosphere
2.1: potassium hydroxide / water / 24 h / 100 °C
2.2: pH 2
View Scheme
参考文献
Weingaertner, Werner; Maas, Gerhard
European Journal of Organic Chemistry, 2012 , # 32 p. 6372 - 6382
反应条件
1: sodium azide / ethanol / 0.17 h / 20 °C / |Inert atmosphere
2: copper(I) oxide / ethanol / 55 °C / |Inert atmosphere
View Scheme
参考文献
Chanda, Kaushik; Rej, Sourav; Huang, Michael H.
Chemistry - A European Journal, 2013 , vol. 19, # 47 p. 16036 - 16043
反应条件
in 1,2-dichloro-ethane
Huisgen cycloaddition; 4 h; RefluxInert atmosphere;
参考文献
Zheng, Hongchao; McDonald, Robert; Hall, Dennis G.
Chemistry - A European Journal, 2010 , vol. 16, # 18 p. 5454 - 5460
反应条件
1: palladium diacetate; [bis(acetoxy)iodo]benzene / 1,2-dichloro-ethane / 24 h / 80 °C / |Inert atmosphere
2: water; lithium hydroxide hydrate / tetrahydrofuran; methanol / 4 h / 80 °C
View Scheme
参考文献
Ye, Xiaohan; He, Zhengrong; Ahmed, Tonia; Weise, Keith; Akhmedov, Novruz G.; Petersen, Jeffrey L.; Shi, Xiaodong
Chemical Science, 2013 , vol. 4, # 9 p. 3712 - 3716
反应条件
in dimethyl sulfoxide
T=80 - 100°C; 2 h; other solvents; Product distribution;
参考文献
Vereshchagin, L. I.; Tikhonova, L. G.; Maksikova, A. V.; Serebryakova, E. S.; Proidakov, A. G.; Filippova, T. M.
Journal of Organic Chemistry USSR (English Translation), 1980 , vol. 16, # 4 p. 641 - 648
Zhurnal Organicheskoi Khimii, 1980 , vol. 16, # 4 p. 730 - 738