反応 #2286300
ord-36cfd63f35184d3bb2ebbe46f72f409a
反応方程式
反応物
試薬
反応条件
後処理
- 1温度The reaction mixture was cooled to room temperature
- 2濃縮was concentrated under vacuum
- 3workup.ADDITIONThe resulting solid was diluted with water (50 mL)
- 4workup.ADDITIONThe mixture was made acidic to pH=3 by the addition of glacial acetic acid
- 5ろ過The solids were filtered
- 6洗浄rinsed well with water
- 7その他dried on the funnel
- 8温度methyl tert-butyl ether: hexanes (3 mL) and then was heated to reflux
- 9温度The mixture was cooled
- 10ろ過filtered
- 11ろ過filtered
- 12その他The resulting pure solid was dried under high vacuum for 24 h
- 13その他dried in a vacuum oven at 80° C. for 24 h
実験手順
A mixture of glacial acetic acid (55 mL), sodium acetate (1.2 g, 14.7 mmol) and N-[3,5-dichloro-4-(6-chloro-5-isopropyl-pyridazin-3-yloxy)-phenyl]-oxalamic acid (28) (1.7 g, 4.2 mmol) was heated to 100° C. for 24 h. The reaction mixture was cooled to room temperature and was concentrated under vacuum. The resulting solid was diluted with water (50 mL). The mixture was made acidic to pH=3 by the addition of glacial acetic acid. The solids were filtered and rinsed well with water and dried on the funnel. The solid was slurried in 1:1:2 isopropyl acetate: methyl tert-butyl ether: hexanes (3 mL) and then was heated to reflux. The mixture was cooled and filtered. A slight amount of impurity was detected by TLC. The solid was slurried in isopropyl acetate (10 mL) and filtered. The resulting pure solid was dried under high vacuum for 24 h and then dried in a vacuum oven at 80° C. for 24 h to afford N-[3,5-dichloro-4-(5-isopropyl-6-oxo-1,6-dihydro-pyridazin-3-yloxy)-phenyl]-oxalamic acid (29) (0.91 g, 56%) as a white solid; EI(+)-HRMS m/z calcd for C15H13Cl2N3O5 (M+H) 386.0305, found 386.0308. Molecular Weight=386.1940; Exact Mass=385.0232