2-甲氧基-4-硝基苯甲酸合成路线 （共 33 条）
反应条件
1: [O-(benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium]*BF4; N,N-diisopropylethylamine / dimethylformamide / 2 h / 20 °C
2: H2 / Pd/C / methanol / 4 h / 20 °C / atmospheric pressure
View Scheme
参考文献
Receveur, Jean-Marie; Bjurling, Emelie; Ulven, Trond; Little, Paul Brian; Norregaard, Pia K.; Hoegberg, Thomas
Bioorganic and Medicinal Chemistry Letters, 2004 , vol. 14, # 20 p. 5075 - 5080
反应条件
1: SOCl2
2: aqueous NaOH
3: FeSO4; aqueous NH3
View Scheme
参考文献
Backer; Houtman
Recueil des Travaux Chimiques des Pays-Bas, 1951 , vol. 70, p. 738,741
反应条件
1: 97 percent / BBr3 / CH2Cl2
2: 95 percent / SOCl2
3: 98 percent / H2 / Pd/C / ethyl acetate
4: 58 percent / H2 / Rh/Al / acetic acid / 70 h / 58 °C / 2740.88 Torr
5: 80 percent / 1,3,5-trimethyl-benzene / 165 °C
6: 98 percent / LAH / tetrahydrofuran / Heating
View Scheme
参考文献
Gong, Leyi; Hogg, J. Heather; Collier, James; Wilhelm, Robert S.; Soderberg, Carol
Bioorganic and Medicinal Chemistry Letters, 2003 , vol. 13, # 20 p. 3597 - 3600
反应条件
1: nitric acid; sulfuric acid
2: methanol. KOH-solution
View Scheme
参考文献
Goldstein; Jaquet
Helvetica Chimica Acta, 1941 , vol. 24, p. 30,37
反应条件
oxalyl dichloride; N,N-dimethyl-formamide in dichloromethane
T=0 - 20°C; 49.5 h;
参考文献
7TM PHARMA A/S; LITTLE, Paul Brian
Patent: WO2004/48319 A1, 2004 ;
Location in patent: Page 42 ;
WO 2004/048319 A1
反应条件
1: 2-methoxy-4-nitro-benzoic acid With oxalyl dichloride in dichloromethane; N,N-dimethyl-formamide
T=0 - 20°C; 1.5 h;
2: N,N-dimethylethylenediamine With triethylamine in dichloromethane; N,N-dimethyl-formamide
48 h;
参考文献
7TM PHARMA A/S
Patent: WO2003/87045 A1, 2003 ;
Location in patent: Page/Page column 69 ;
WO 03/087045 A1
反应条件
1: (COCl)2; DMF / CH2Cl2 / 1 h / 0 °C
2: 12 h / 20 °C
View Scheme
参考文献
Receveur, Jean-Marie; Bjurling, Emelie; Ulven, Trond; Little, Paul Brian; Norregaard, Pia K.; Hoegberg, Thomas
Bioorganic and Medicinal Chemistry Letters, 2004 , vol. 14, # 20 p. 5075 - 5080
反应条件
1: 97 percent / BBr3 / CH2Cl2
2: 95 percent / SOCl2
3: 98 percent / H2 / Pd/C / ethyl acetate
4: 58 percent / H2 / Rh/Al / acetic acid / 70 h / 58 °C / 2740.88 Torr
5: 80 percent / 1,3,5-trimethyl-benzene / 165 °C
6: 98 percent / LAH / tetrahydrofuran / Heating
7: 96 percent / PDC / CH2Cl2
View Scheme
参考文献
Gong, Leyi; Hogg, J. Heather; Collier, James; Wilhelm, Robert S.; Soderberg, Carol
Bioorganic and Medicinal Chemistry Letters, 2003 , vol. 13, # 20 p. 3597 - 3600
反应条件
1: 97 percent / BBr3 / CH2Cl2
2: 95 percent / SOCl2
3: 98 percent / H2 / Pd/C / ethyl acetate
4: 58 percent / H2 / Rh/Al / acetic acid / 70 h / 58 °C / 2740.88 Torr
5: 80 percent / 1,3,5-trimethyl-benzene / 165 °C
6: 98 percent / LAH / tetrahydrofuran / Heating
7: 96 percent / PDC / CH2Cl2
8: 61 percent / tetrahydrofuran / 0 °C
9: 88 percent / H2 / PtO2 / ethyl acetate
10: 99 percent / TFA
View Scheme
参考文献
Gong, Leyi; Hogg, J. Heather; Collier, James; Wilhelm, Robert S.; Soderberg, Carol
Bioorganic and Medicinal Chemistry Letters, 2003 , vol. 13, # 20 p. 3597 - 3600
反应条件
1: oxalyl dichloride; N,N-dimethyl-formamide / dichloromethane / 1 h / 20 °C / Inert atmosphere
2: ammonium hydroxide / dichloromethane / Inert atmosphere
View Scheme
参考文献
Adler, Marc J.; Hamilton, Andrew D.
Journal of Organic Chemistry, 2011 , vol. 76, # 17 p. 7040 - 7047
