4-甲氧基-2-硝基苯胺合成路线 (共 138 条)
反应条件
1: (i) (oxidation), (ii) Cu, aq. HCl, EtOH
2: (i) NaNO2, H2SO4, AcOH, (ii) CuBr
View Scheme
参考文献
Kelley,W.S. et al.
Justus Liebigs Annalen der Chemie, 1971 , vol. 744, p. 129 - 141
反应条件
1: 9 percent / isoamyl nitrite
2: H2 / 10percent Pd/C / ethyl acetate; acetic acid / 1 h / 2327.2 Torr
3: 1.) 10percent H2SO4, NaNO2, 2.) Cu-bronze / 1.) acetic acid, water, 20 min, 2.) acetic acid, water
4: 73 percent / boron tribromide / CH2Cl2 / 3 h / -78 °C
View Scheme
参考文献
Rice, Joseph E.; LaVoie, Edmond J.
Journal of Organic Chemistry, 1986 , vol. 51, # 13 p. 2428 - 2434
反应条件
hydrogenchloride; tin
anschliessend Behandeln mit Benzoylchlorid und Alkalilauge;
参考文献
Meldola; Eyre
Journal of the Chemical Society, 1902 , vol. 81, p. 993
反应条件
1.1: hydrogenchloride / water / 0 °C
1.2: Cooling with ice
1.3: 20 °C / Cooling with ice
2.1: P-(phenyl)dibenzophosphole; phenyl silane / 1,4-dioxane / 16 h / 101 °C / Inert atmosphere
2.2: 20 °C / Inert atmosphere
View Scheme
参考文献
Van Kalkeren, Henri A.; Bruins, Jorick J.; Rutjes, Floris P. J. T.; Van Delft, Floris L.
Advanced Synthesis and Catalysis, 2012 , vol. 354, # 8 p. 1417 - 1421
反应条件
pyridine
T=22 - 45°C; 3 h; Yield given;
参考文献
Katritzky, Alan R.; Rachwal, Stanislaw; Ollmann, Richard
Journal of Heterocyclic Chemistry, 1994 , vol. 31, # 4 p. 775 - 780
反应条件
1: 17 percent / As2O5, H3PO4 / 1 h / 100 °C
2: 100 percent / H2 / Raney-Ni / 1 h / 20 °C / 2585.74 Torr
3: Et3N / 6 h / 150 °C
4: H2NNH2*H2O / ethanol / 3 h / Heating
View Scheme
参考文献
Armer, Richard E.; Barlow, Jacqueline S.; Chopra, Narinder; Dutton, Christopher J.; Greenway, David H.J.; Greenwood, Sean D.W.; Lad, Nita; Shaw, Jonothan; Thompson, Adrian P.; Thong, Kam-Wah; Tommasini, Ivan
Bioorganic and Medicinal Chemistry Letters, 1999 , vol. 9, # 16 p. 2425 - 2430
反应条件
1: xylene
2: Raney nickel; ethanol / 60 °C / 44130.5 Torr / Hydrogenation
3: aqueous ammoniacal AgNO3
4: POCl3
View Scheme
参考文献
Curd; Davey; Stacey
Journal of the Chemical Society, 1949 , p. 1271,1275
反应条件
1: 85 percent / cc. sulphuric acid, ZnCl2 / acetic acid
2: 45 percent / aq. sulphuric acid / acetic acid
View Scheme
参考文献
Harvey, Ian W.; McFarlane, Michael D.; Moody, David J.; Smith, David M.
Journal of the Chemical Society, Perkin Transactions 1: Organic and Bio-Organic Chemistry (1972-1999), 1988 , p. 681 - 690
参考文献
Curd; Davey; Stacey
Journal of the Chemical Society, 1949 , p. 1271,1275
反应条件
1: xylene
2: Raney nickel; ethanol / 60 °C / 44130.5 Torr / Hydrogenation
View Scheme
参考文献
Daiichi Sankyo Company, Limited; INAGAKI, Hiroaki; FUJISAWA, Tetsunori; ITOH, Masao; YOKOMIZO, Aki; TSUDA, Toshifumi; HIGUCHI, Saito; DAS, Biswajit; KATOCH, Rita; UPADHYAY, Dilip, J.
Patent: EP2674430 A1, 2013 ;