反应 #1747862

反应方程式

potassium tert-butoxide

10-methyl-5,5-dioxophenothiazine-3-carbaldehyde

diethyl[4′-(diethoxyphosphorylmethyl)biphenyl-4-ylmethyl]phosphonate

→

10-Methyl-3-(2-{4′-[2-(10-methyl-5,5-dioxophenothiazin-3-yl)-vinyl]biphenyl-4-yl}vinyl)phenothiazine 5,5-dioxide

溶剂

N-methylpyrrolidone

dimethyl sulfoxide

反应条件

后处理

1. 1
   其他dried over molecular sieve
2. 2
   workup.ADDITIONthe reaction solution was diluted with 90 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 220 ml of methanol
6. 6
   其他dried at 35° C. under reduced pressure
7. 7
   其他The crude product (2.50 g) was recrystallized in 58 ml of dimethyl sulfoxide
8. 8
   其他After solvent residues had been removed under high vacuum at 200° C.
9. 9
   其他were obtained

实验过程

1.02 g (9.05 mmol) of potassium tert-butoxide and then 2.20 g (8.05 mmol) of 10-methyl-5,5-dioxophenothiazine-3-carbaldehyde (Example 21) were added under nitrogen at room temperature with stirring to a solution of 1.82 g (4.00 mmol) of diethyl[4′-(diethoxyphosphorylmethyl)biphenyl-4-ylmethyl]phosphonate in 41 ml of dimethyl sulfoxide dried over molecular sieve. After stirring at room temperature for four hours, the reaction solution was diluted with 90 ml of methanol and stirred for a further 15 min. The precipitate was filtered off, washed with 220 ml of methanol and dried at 35° C. under reduced pressure. The crude product (2.50 g) was recrystallized in 58 ml of dimethyl sulfoxide. After solvent residues had been removed under high vacuum at 200° C., 1.64 g (59% of theory) of analytically pure yellow solid having a melting point of 360° C. were obtained, whose solution in N-methylpyrrolidone fluoresced at λ=460 nm.

来源