تفاعل #93248

معادلة التفاعل

5-hydroxy-12H-benzo[a]phenothiazine

diethyl chlorophosphate

potassium carbonate

potassium iodide

carbonate

potassium carbonate

potassium iodide

carbonate

diethyl chlorophosphate

→

title compound

Diethyl 12H-benzo[a]phenothiazin-5-yl phosphate

المذيبات

ethyl acetate

DMF

ظروف التفاعل

المعالجة

1. 1
   workup.STIRRINGstirring
2. 2
   workup.STIRRINGThe mixture was stirred for 3 days
3. 3
   ترشيحthe insolubles filtered
4. 4
   غسيلThe filtrate was washed with water
5. 5
   أخرىdried
6. 6
   أخرىevaporated down
7. 7
   أخرىThis residue was crystallized from acetone
8. 8
   أخرىchromatographed on a column of silica gel
9. 9
   غسيلeluting first with 1:1

الإجراء التجريبي

To a solution of 5-hydroxy-12H-benzo[a]phenothiazine (1.5 g) and diethyl chlorophosphate (2 ml) in DMF (20 ml) there was added a powdered mixture of potassium carbonate (2 g) and potassium iodide (2 g). The reaction mixture was stirred at room temperature. After 30 minutes, a further addition of potassium carbonate and potassium iodide (2 g each) was made and stirring was continued. Two hours later more carbonate (2 g) and diethyl chlorophosphate (2 ml) were added, and then three hours later a final addition of carbonate (2 g) was made. The mixture was stirred for 3 days then diluted with ethyl acetate (60 ml) and the insolubles filtered. The filtrate was washed with water, dried and evaporated down. This residue was crystallized from acetone, then chromatographed on a column of silica gel, eluting first with 1:1, then 3:1 mixtures of ethyl acetate and hexane to afford pure title compound (337 mg), m.p. 162°-163° C.

المصدر