2-氨基-5-硝基苯甲酸合成路线 （共 87 条）
反应条件
borane-THF in tetrahydrofuran
T=0 - 30°C; 23 h; Inert atmosphere;
参考文献
The Procter and Gamble Company; GARDLIK, John Michael; PATTEN, Monica Jo; GARRETT, Garry Steven; MURPHY, Bryan Patrick
Patent: US2014/121415 A1, 2014 ;
Location in patent: Paragraph 0050 ;
反应条件
1: aqueous ammonia; 1-ethyl-3-[(dimethylamino)propyl]carbodiimide; 1-hydroxybenzotriazole / dimethylformamide / 4 h
2: aq. HCl / 1 h
3: thionyl chloride; N,N-dimethylformamide / 3 h / Heating
4: triethylamine / propan-2-ol / 20 °C
View Scheme
参考文献
Tobe, Masanori; Isobe, Yoshiaki; Tomizawa, Hideyuki; Nagasaki, Takahiro; Takahashi, Hirotada; Hayashi, Hideya
Bioorganic and Medicinal Chemistry, 2003 , vol. 11, # 18 p. 3869 - 3878
反应条件
copper(l) iodide; potassium carbonate; L-proline in water; N,N-dimethyl-formamide
T=160°C; 1 h; Microwave irradiation;
参考文献
Marques, Emerson F.; Bueno, Mauro A.; Duarte, Patricia D.; Silva, Larissa R.S.P.; Martinelli, Ariani M.; Dos Santos, Caio Y.; Severino, Richele P.; Broemme, Dieter; Vieira, Paulo C.; Correa, Arlene G.
European Journal of Medicinal Chemistry, 2012 , vol. 54, p. 10 - 21
反应条件
1: 77 percent / H2SO4 / Heating
2: 83 percent / Na / methanol / 56 h / Heating
View Scheme
参考文献
Hu, Yonghan; Green, Neal; Gavrin, Lori K.; Janz, Kristin; Kaila, Neelu; Li, Huan-Qiu; Thomason, Jennifer R.; Cuozzo, John W.; Hall, J. Perry; Hsu, Sang; Nickerson-Nutter, Cheryl; Telliez, Jean-Baptiste; Lin, Lih-Ling; Tam, Steve
Bioorganic and Medicinal Chemistry Letters, 2006 , vol. 16, # 23 p. 6067 - 6072
反应条件
1: 1.) conc. HCl, NaNO2, 2.) NaN3, NaOAc / 1.) water, <5 deg C
2: SOCl2 / 2 h / Heating
3: pyridine / 0.5 h / Ambient temperature
4: 73 percent / SOCl2 / Heating
View Scheme
参考文献
Ardakani, Manouchehr Azadi; Smalley, Robert K.; Smith, Richard H.
Journal of the Chemical Society, Perkin Transactions 1: Organic and Bio-Organic Chemistry (1972-1999), 1983 , # 10 p. 2501 - 2506
反应条件
1: 1.) conc. HCl, NaNO2, 2.) NaN3, NaOAc / 1.) water, <5 deg C
2: SOCl2 / 2 h / Heating
3: pyridine / 0.5 h / Ambient temperature
View Scheme
参考文献
Ardakani, Manouchehr Azadi; Smalley, Robert K.; Smith, Richard H.
Journal of the Chemical Society, Perkin Transactions 1: Organic and Bio-Organic Chemistry (1972-1999), 1983 , # 10 p. 2501 - 2506
参考文献
Fife, Thomas H.; Bembi, Ramesh
Journal of the American Chemical Society, 1993 , vol. 115, # 24 p. 11358 - 11363
反应条件
n-ethyl morpholine; copper in various solvent(s)
T=120°C; 24 h;
参考文献
Rewcastle, Gordon W.; Denny, William A
Synthetic Communications, 1987 , vol. 17, # 3 p. 309 - 318
反应条件
1.1: hydrogenchloride; isopentyl nitrite / ethanol; water / 1.25 h / 0 °C
1.2: 20 °C / Reflux
2.1: palladium 10 on activated carbon; hydrogen / methanol / 7 h / 20 °C
View Scheme
参考文献
Ohwada, Tomohiko; Ishikawa, Satoko; Mine, Yusuke; Inami, Keiko; Yanagimoto, Takahiro; Karaki, Fumika; Kabasawa, Yoji; Otani, Yuko; Mochizuki, Masataka
Bioorganic and Medicinal Chemistry, 2011 , vol. 19, # 8 p. 2726 - 2741
反应条件
1: tetrahydrofuran; toluene / 0.5 h / 20 °C
2: N-ethyl-N,N-diisopropylamine / N,N-dimethyl-formamide / 1 h / 20 °C
View Scheme
参考文献
Ursuegui; Chivot; Moutin; Burr; Fossey; Cailly; Laayoun; Fabis; Laurent
Chemical Communications, 2014 , vol. 50, # 43 p. 5748 - 5751
