반응 #1747862

반응 방정식

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

용매

N-methylpyrrolidone

dimethyl sulfoxide

반응 조건

후처리

1. 1
   기타dried 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
   여과The precipitate was filtered off
5. 5
   세척washed with 220 ml of methanol
6. 6
   기타dried at 35° C. under reduced pressure
7. 7
   기타The crude product (2.50 g) was recrystallized in 58 ml of dimethyl sulfoxide
8. 8
   기타After solvent residues had been removed under high vacuum at 200° C.
9. 9
   기타were obtained

실험 절차

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.

출처