3-氨基-4-甲基苯甲酸合成路线 （共 46 条）
反应条件
1: sulfuric acid / 12 h / |Reflux; |Inert atmosphere 2: hydrogenchloride / ethanol; water / 15 h / |Reflux 3: ammonium nitrate / 0.5 h / 0 °C 4: sodium hydroxide / butan-1-ol / 72 h / |Reflux; |Inert atmosphere 5: sodium hydroxide / ethanol; water / 4 h / 45 - 50 °C View Scheme
参考文献
Pan, Xiaoyan; Dong, Jinyun; Gao, Hongping; Wang, Fang; Zhang, Yanmin; Wang, Sicen; Zhang, Jie
Chemical Biology and Drug Design, 2014 , vol. 83, # 5 p. 592 - 599
反应条件
(i) aq. HCl, NaNO2, (ii) /BRN= 4652394/, CuSO4*5H2O, (iii) /BRN= 102415/; Multistep reaction;
参考文献
Keller-Schierlein,W. et al.
Helvetica Chimica Acta, 1972 , vol. 55, # 1 p. 198 - 205
反应条件
4-(N,N-dimethlyamino)pyridine; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride in N,N-dimethyl-formamide T=0 - 20°C;
参考文献
Kim, Soojin; Malley, Mary F.; Shi, Zhongping
Patent: US2006/235020 A1, 2006 ;
Location in patent: Page/Page column 20 ;
反应条件
1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine in tetrahydrofuran; DMF (N,N-dimethyl-formamide) T=54°C; 1.83333 h;
参考文献
BRISTOL-MYERS SQUIBB COMPANY
Patent: WO2003/99820 A1, 2003 ;
Location in patent: Page 36; 37 ;
WO 03/099820 A1
反应条件
sulfuric acid Heating;
参考文献
Bioorganic and Medicinal Chemistry, , vol. 16, # 14 p. 6724 - 6731
反应条件
1: With triethylamine in tetrahydrofuran; water T=20°C; 26 h; 2: With iodine in tetrahydrofuran; water T=0°C; 2.03333 h; 3: With hydrogenchloride in tetrahydrofuran; water
参考文献
Nissan Chemical Industries, Ltd.
Patent: EP2248800 A1, 2010 ;
Location in patent: Page/Page column 9 ;
反应条件
1: 95 percent / dimethylformamide / 100 °C 2: 91 percent / H2SO4 / dioxane / 3 h / 100 °C View Scheme
参考文献
Van Boi, Luu; Korzha; Barba
Russian Chemical Bulletin, 1999 , vol. 48, # 4 p. 739 - 742
反应条件
1: (i) aq. HCl, NaNO2, (ii) /BRN= 4652394/, CuSO4*5H2O, (iii) /BRN= 102415/
2: (i) aq. H2SO4, (ii) /BRN= 102415/
View Scheme
参考文献
Keller-Schierlein,W. et al.
Helvetica Chimica Acta, 1972 , vol. 55, # 1 p. 198 - 205
反应条件
1: 1) sodium nitrite, aq. HCl 2) KI, CuI / 1) under 0 deg C 2) water, 2 h reflux
2: 100 percent / NaOH, CuI / H2O / 8 h / Heating
3: 99 percent / 1) lithium diisopropylamide / tetrahydrofuran; various solvent(s) / 1) -5 to -15 deg C, 40 min. 2) warming to 10 deg C, 3 h
4: 98 percent / polyphosphoric acid, water / 0.5 h / 140 °C
5: 97 percent / NaOH, NaBH4 / ethanol; H2O / 2 h / Ambient temperature
6: 86 percent / conc. H2SO4 / acetic acid / 1 h / 55 - 75 °C
7: 95 percent / sodium perborate tetrahydrate / acetic acid / 1 h / 60 - 115 °C
View Scheme
参考文献
Hands; Marley; Skittrall; Wright
Journal of Heterocyclic Chemistry, 1986 , vol. 23, # 5 p. 1333 - 1337
反应条件
Fe(SO3C6H4NO2)3*4.5H2O in sulfuric acid
T=140°C; 4 h;
参考文献
Gracheva, I.N.; Tochilkin, A.I.
Chemistry of Heterocyclic Compounds (New York, NY, United States), 1980 , vol. 16, # 3 p. 275 - 277
Khimiya Geterotsiklicheskikh Soedinenii, 1980 , vol. 16, # 3 p. 366 - 368
