反应 #1747861

反应方程式

potassium tert-butoxide

10-methylphenothiazine-3-carbaldehyde

diethyl[4′-(diethoxyphosphoryl-methyl)biphenyl-4-ylmethyl]phosphonate

→

10-Methyl-3-(2-{4′-[2-(10-methylphenothiazin-3-yl)vinyl]biphenyl-4-yl}vinyl)phenothiazine

溶剂

N-methylpyrrolidone

反应条件

后处理

1. 1
   干燥3,984,399, Example 2, column 29, line 58-66) in 32 ml of dimethyl sulfoxide dried over molecular sieve
2. 2
   workup.ADDITIONthe reaction solution was diluted with 70 ml of methanol
3. 3
   workup.STIRRINGstirred for a further 15 min
4. 4
   过滤The precipitate was filtered off
5. 5
   洗涤washed with 172 ml of methanol
6. 6
   其他dried at 35° C. under reduced pressure
7. 7
   其他The crude product (1.70 g) was recrystallized in 255 ml of N-methylpyrrolidone
8. 8
   其他After the solvent residues had been removed at 225° C. under high vacuum, 0.98 g (50% of theory) of analytically pure yellow solid
9. 9
   其他was obtained

实验过程

0.80 g (7.1 mmol) of potassium tert-butoxide and then 1.82 g (3.3 mmol) of 10-methylphenothiazine-3-carbaldehyde were added under nitrogen at room temperature with stirring to a solution of 1.42 g (3.14 mmol) of diethyl[4′-(diethoxyphosphoryl-methyl)biphenyl-4-ylmethyl]phosphonate (U.S. Pat. No. 3,984,399, Example 2, column 29, line 58-66) in 32 ml of dimethyl sulfoxide dried over molecular sieve. After stirring at room temperature for four hours, the reaction solution was diluted with 70 ml of methanol and stirred for a further 15 min. The precipitate was filtered off, washed with 172 ml of methanol and dried at 35° C. under reduced pressure. The crude product (1.70 g) was recrystallized in 255 ml of N-methylpyrrolidone. After the solvent residues had been removed at 225° C. under high vacuum, 0.98 g (50% of theory) of analytically pure yellow solid having a melting point of 380° C. was obtained, whose solution in N-methylpyrrolidone fluoresced at λ=576 nm.

来源