2-氨基-3-腈基-4,5,6,7--四氢苯并[B]噻吩合成路线 (共 31 条)
反应条件
potassium tert-butylate in isopropyl alcohol
T=65°C; 0.5 h; Microwave irradiation;
参考文献
Chen, Binbin; Perspicace, Enrico; Hesse, Stephanie; Kirsch, Gilbert
Synthesis, 2010 , # 14 art. no. Z06010SS, p. 2413 - 2418
反应条件
1: 75 percent / polyphosphoric acid, 85percent aq. phosphoric acid / 5 h / 110 - 120 °C
2: 79 percent / SOCl2
View Scheme
参考文献
Offermann; Eger; Roth
Archiv der Pharmazie, 1981 , vol. 314, # 2 p. 168 - 175
反应条件
1: 4 h / Heating
2: hydrazine hydrate (99percent) / ethanol / Ambient temperature; overnight
3: 78 percent / 4 h / Heating
View Scheme
参考文献
Mulla, Jameel Ahmed S.; Khazi, Mohammed Iqbal A.; Panchamukhi, Shridhar I.; Gong, Young-Dae; Khazi, Imtiyaz Ahmed M.
Medicinal Chemistry Research, 2014 , vol. 23, # 6 p. 3235 - 3243
反应条件
1: 18 h / |Reflux
2: hydrazine hydrate / 2 h / 20 °C
3: N,N-dimethyl-formamide / 4 h / 90 °C
View Scheme
参考文献
Mulla, Jameel Ahmed S.; Khazi, Mohammed Iqbal A.; Panchamukhi, Shridhar I.; Gong, Young-Dae; Khazi, Imtiyaz Ahmed M.
Medicinal Chemistry Research, 2014 , vol. 23, # 6 p. 3235 - 3243
反应条件
hydrogenchloride in 1,4-dioxane
12 h; Ambient temperature;
参考文献
Shishoo, C. J.; Devani, M. B.; Bhadti, V. S.; Anathan, S.; Ullas, G. V.
Tetrahedron Letters, 1983 , vol. 24, # 42 p. 4611 - 4612
反应条件
hydrogenchloride in 1,4-dioxane
12 h; Ambient temperature;
参考文献
Shishoo, C. J.; Devani, M. B.; Bhadti, V. S.; Anathan, S.; Ullas, G. V.
Tetrahedron Letters, 1983 , vol. 24, # 42 p. 4611 - 4612
反应条件
hydrogenchloride in 1,4-dioxane
T=20°C;
参考文献
Inamdar, Gajanan S.; Pandya, Amit N.; Thakar, Hardik M.; Sudarsanam, Vasudevan; Kachler, Sonja; Sabbadin, Davide; Moro, Stefano; Klotz, Karl-Norbert; Vasu, Kamala K.
European Journal of Medicinal Chemistry, 2013 , vol. 63, p. 924 - 934
反应条件
Gewald synthesis; 0.333333 h; Inert atmosphereRefluxneat (no solvent);
参考文献
Pfeiffer, Wolf-Diethard; Dollinger, Horst; Langer, Peter
Phosphorus, Sulfur and Silicon and the Related Elements, 2009 , vol. 184, # 3 p. 626 - 637
反应条件
(i) , (ii) NH3, EtOH, (iii) NaOMe, DMF; Multistep reaction;
参考文献
Taylor,E.C.; Berger,J.G.
Journal of Organic Chemistry, 1967 , vol. 32, p. 2376 - 2378
反应条件
1: bis(trichloromethyl) carbonate With triethylamine; triphenyl-phosphine oxide in chlorobenzene
T=20°C; 0.5 h; Cooling with ice;
2: 2-amino-3-cyano-4,5,6,7-tetrahydrobenzo[b]thiophene in chlorobenzene
T=120°C; 7 h;
参考文献
Li, Zhenhua; Wu, Danli; Zhong, Weihui
Heterocycles, 2012 , vol. 85, # 6 p. 1417 - 1426