반응 #1747872

반응 방정식

potassium tert-butoxide

10-mesityl-5,5-dioxophenothiazine-3-carbaldehyde

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

→

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

용매

chloroform

반응 조건

후처리

1. 1
   건조3,984,399, example 2, column 29, lines 58-66) in 40 ml of dimethyl sulfoxide which has been dried over a molecular sieve
2. 2
   workup.ADDITIONthe reaction solution was diluted with 200 ml of methanol
3. 3
   workup.STIRRINGstirred for a further 1 h
4. 4
   여과The precipitate was filtered off
5. 5
   세척washed with 100 ml of methanol
6. 6
   workup.STIRRINGstirred up again in 300 ml of methanol
7. 7
   여과filtered again
8. 8
   기타dried at 35° C. under reduced pressure
9. 9
   기타The crude product (2.90 g) was recrystallized twice from dimethylformamide and once from chlorobenzene
10. 10
    여과The crystals were filtered off with suction
11. 11
    세척washed successively with chlorobenzene and ethanol
12. 12
    여과filtered off with suction
13. 13
    기타dried at 80° C. under reduced pressure
14. 14
    기타After the removal of solvent residues under high vacuum (2×10−5 mbar) at 250° C.
15. 15
    기타were obtained

실험 절차

0.93 g (8.1 mmol) of potassium tert-butoxide and then 2.70 g (7.16 mmol) of 10-mesityl-5,5-dioxophenothiazine-3-carbaldehyde (example 35b) were added at room temperature with stirring under nitrogen to a solution of 1.63 g (3.58 mmol) of diethyl[4′-(diethoxyphosphorylmethyl)biphenyl-4-ylmethyl]phosphonate (U.S. Pat. No. 3,984,399, example 2, column 29, lines 58-66) in 40 ml of dimethyl sulfoxide which has been dried over a molecular sieve. After stirring at room temperature for 4 h, the reaction solution was diluted with 200 ml of methanol and stirred for a further 1 h. The precipitate was filtered off, washed with 100 ml of methanol, stirred up again in 300 ml of methanol, filtered again and dried at 35° C. under reduced pressure. The crude product (2.90 g) was recrystallized twice from dimethylformamide and once from chlorobenzene. The crystals were filtered off with suction, washed successively with chlorobenzene and ethanol, filtered off with suction and dried at 80° C. under reduced pressure. After the removal of solvent residues under high vacuum (2×10−5 mbar) at 250° C., 0.98 g (30% of theory) of analytically pure luminous yellow microcrystals having an m.p. of >350° C. were obtained, whose solution in chloroform fluoresced at λ=456, 485 (S), 522 (S) nm.

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