反応 #81907
ord-3c1ba819d1914d3589c7b7c92e2c4cb5
反応方程式
反応物
試薬
反応条件
後処理
- 1温度The mixture was heated
- 2ろ過the solids were filtered
- 3洗浄washed with ethyl acetate
- 4濃縮The filtrate was concentrated under reduced pressure
- 5その他The residual gum was triturated with 10 mL of water
- 6ろ過the resulting solid was filtered
- 7洗浄washed well with water
- 8その他dried
- 9その他This crude material was chromatographed
- 10洗浄The column was eluted with 1:1 (v/v) hexane
- 11その他ethyl acetate, collecting the fractions that
- 12その他Evaporation of the solvents
- 13その他gave a solid
- 14ろ過the crystals were filtered
実験手順
Powdered potassium carbonate (0.8 g; 5.8 mmol) was added to a solution of 0.220 g (1.2 mmol) of the aldehyde from Example 18 and 0.235 g (1.26 mmol) (ca. 5% excess) of 2,6-dichlorophenylacetonitrile in 2.0 mL of dimethylformamide. The mixture was heated with stirring at 125° C. for 6 hours. Ethyl acetate (5 mL) was added to the cooled mixture, and the solids were filtered and washed with ethyl acetate. The filtrate was concentrated under reduced pressure. The residual gum was triturated with 10 mL of water, and the resulting solid was filtered, washed well with water, and dried. This crude material was chromatographed by placing a chloroform solution on a silica gel column wet with chloroform. The column was eluted with 1:1 (v/v) hexane:ethyl acetate, collecting the fractions that contain the Rf 0.25 spot on tlc (1:1 hexane:ethyl acetate). Evaporation of the solvents gave a solid. The solid product was dissolved in about 0.5 mL of methylene chloride. Crystals develop. Petroleum ether (ca. 2 mL) was added, and the crystals were filtered to provide 0.168 g (40%) of 6-(2,6-dichlorophenyl)-8-methyl-2-methylsulfanyl-8H-pyrido[2,3-d]pyrimidin-7-ylideneamine, mp 198°-200° C.;