تفاعل #442599

معادلة التفاعل

sodium acetate

N-Methylformanilide

phosphorus oxychloride

10-ethylphenothiazine

→

title compound

المردود 69.0%

10-Ethyl-3-formylphenothiazine

المردود 69.0%

المذيبات

1,2-dichlorobenzene

ظروف التفاعل

المعالجة

1. 1
   تركيزwas subsequently concentrated under a reduced pressure
2. 2
   workup.ADDITIONEthyl acetate and water (each 300 ml) were added to the resulting residue in that order
3. 3
   استخلاصthe reaction product was extracted with ethyl acetate
4. 4
   تجفيفThe extract was dried over anhydrous magnesium sulfate
5. 5
   تركيزconcentrated under a reduced pressure
6. 6
   أخرىThe resulting residue was purified by silica gel column chromatography (eluent; hexane:ethyl acetate=5:1)

الإجراء التجريبي

N-Methylformanilide (5.35 ml, 43.6 mmol) and phosphorus oxychloride (4.06 ml, 43.6 mmol) were added at room temperature to a mixture of 10-ethylphenothiazine (7.62 g, 33.5 mmol) and 1,2-dichlorobenzene (34 ml), and the mixture was stirred at 100° C. for 24 hours. At room temperature, a sodium acetate aqueous solution (45 wt. %, 85 g) was added to the reaction mixture, which was subsequently concentrated under a reduced pressure. Ethyl acetate and water (each 300 ml) were added to the resulting residue in that order and then the reaction product was extracted with ethyl acetate. The extract was dried over anhydrous magnesium sulfate and then concentrated under a reduced pressure. The resulting residue was purified by silica gel column chromatography (eluent; hexane:ethyl acetate=5:1) to give the title compound (5.91 g, 23.1 mmol, 69%) as yellow crystals.

المصدر