反応 #1747862

反応方程式

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

溶媒

N-methylpyrrolidone

dimethyl sulfoxide

反応条件

後処理

1. 1
   その他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
   ろ過The precipitate was filtered off
5. 5
   洗浄washed with 220 ml of methanol
6. 6
   その他dried at 35° C. under reduced pressure
7. 7
   その他The crude product (2.50 g) was recrystallized in 58 ml of dimethyl sulfoxide
8. 8
   その他After solvent residues had been removed under high vacuum at 200° C.
9. 9
   その他were obtained

実験手順

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.

出典