1,2-二氢-4-羟基-5-氯-1-甲基-2-氧代-喹啉-3-羧酸甲酯合成路线 (共 14 条)
反应条件
hydrogenchloride; water; acetic acid in acetic anhydride T=20 - 85°C; 2 h; Inert atmosphereLarge scale;
参考文献
Wennerberg, Johan; Bjoerk, Anders; Fristedt, Tomas; Granquis, Bo; Jansson, Karl; Thuvesson, Ingela
Organic Process Research and Development, 2007 , vol. 11, # 4 p. 674 - 680
反应条件
water; trifluoroacetic acid in dimethyl sulfoxide; acetonitrile T=50°C; 2 h; Kinetics; Further Variations:reaction partner content;
参考文献
Jansson, Karl; Fristedt, Tomas; Olsson, Arne; Svensson, Bo; Joensson, Stig
Journal of Organic Chemistry, 2006 , vol. 71, # 4 p. 1658 - 1667
反应条件
in n-heptane Heating / reflux;
参考文献
ACTIVE BIOTECH AB
Patent: WO2003/106424 A1, 2003 ;
Location in patent: Page 6 ;
反应条件
in n-heptane 6.58333 h; Heating;
参考文献
ACTIVE BIOTECH AB; BOCK, Lillemor Maria; HOLMBERG, Paer Henning; JANSSON, Karl-Erik
Patent: WO2012/4338 A1, 2012 ;
Location in patent: Page/Page column 12; 15 ;
反应条件
in n-heptane 6.58333 h; Heating / reflux; Product distribution / selectivity;
参考文献
Frenkel, Anton; Gurevich, Eduard; Laxer, Avital
Patent: US2007/88050 A1, 2007 ;
Location in patent: Page/Page column 4-5 ;
反应条件
1.1: hydrogenchloride; acetic acid / 80 - 85 °C 2.1: dichlorotriphenylphosphorane / dichloromethane / 0.25 h / 25 - 30 °C / Inert atmosphere 2.2: 3 h / 25 - 45 °C View Scheme
参考文献
Wennerberg, Johan; Bjoerk, Anders; Fristedt, Tomas; Granquis, Bo; Jansson, Karl; Thuvesson, Ingela
Organic Process Research and Development, 2007 , vol. 11, # 4 p. 674 - 680
反应条件
1: 6-chloro-2H-3,1-benzoxazine-2,4(1H)-dione; methyl iodide With sodium hydride in isobutyramide
T=5 - 20°C; 18 h;
2: malonic acid dimethyl ester T=85°C; 3 h;
参考文献
ACTIVE BIOTECH AB
Patent: US2004/34227 A1, 2004 ;
Location in patent: Page 3 ;
反应条件
1: malonic acid dimethyl ester With sodium methylate in N,N-dimethyl-formamide
T=85°C; 1.5 h; Inert atmosphereLarge scale;
2: 5-chloro-N-methylisatoic anhydride in N,N-dimethyl-formamide
T=80°C; 0.166667 h; Inert atmosphereLarge scale;
参考文献
Wennerberg, Johan; Bjoerk, Anders; Fristedt, Tomas; Granquis, Bo; Jansson, Karl; Thuvesson, Ingela
Organic Process Research and Development, 2007 , vol. 11, # 4 p. 674 - 680
反应条件
sodium hydride in isobutyramide
T=5 - 85°C; 22 h;
参考文献
ACTIVE BIOTECH AB
Patent: WO2003/106424 A1, 2003 ;
Location in patent: Page 5 ;
反应条件
1: iPr2NEt / N,N-dimethyl-acetamide / 3 h / 40 °C
2: 1.36 g / NaO-t-Bu / N,N-dimethyl-acetamide / 1 h / 95 °C
View Scheme
参考文献
Beutner, Gregory L.; Kuethe, Jeffrey T.; Yasuda, Nobuyoshi
Journal of Organic Chemistry, 2007 , vol. 72, # 18 p. 7058 - 7061