تفاعل #553803

معادلة التفاعل

ammonium chloride

sodium hydride

phenothiazine

8-(3-chloropropyl)-3-ethyl-4-methylene-2-oxo-1-oxa-3,8-diazaspiro[4,5]decane

→

title product

المردود 57.6%

3-ethyl-4-methylene-2-oxo-8-[3-(10H-phenothiazin-10-yl)propyl]-1-oxa-3,8-diazaspiro[4,5]decane

المردود 57.6%

المذيبات

dimethylformamide

dimethylformamide

ظروف التفاعل

المعالجة

1. 1
   workup.ADDITIONare dropwise added
2. 2
   workup.STIRRINGthe mixture is stirred at 40° to 50° C. for additional 6 to 7 hours
3. 3
   workup.ADDITIONis added to the reaction mixture under argon
4. 4
   أخرىthe solvent is evaporated under reduced pressure
5. 5
   غسيلwashing the benzene solution with water the solution
6. 6
   تجفيفis dried over anhydrous sodium sulfate
7. 7
   أخرىevaporated under reduced pressure
8. 8
   أخرىThe residue is recrystallized from ethanol

الإجراء التجريبي

0.6 g of sodium hydride (60% oily dispersion) is added to a solution of 3.0 g of phenothiazine in 20 ml of anhydrous dimethylformamide under argon, then the reaction mixture is stirred at 50° to 60° C. for 2 hours. Thereafter, 3.9 g of 8-(3-chloropropyl)-3-ethyl-4-methylene-2-oxo-1-oxa-3,8-diazaspiro[4,5]decane dissolved in 20 ml of dimethylformamide are dropwise added and the mixture is stirred at 40° to 50° C. for additional 6 to 7 hours. After cooling down saturated ammonium chloride solution is added to the reaction mixture under argon and the solvent is evaporated under reduced pressure. After taking up the evaporation residue in benzene and washing the benzene solution with water the solution is dried over anhydrous sodium sulfate and then evaporated under reduced pressure. The residue is recrystallized from ethanol to give the title product in 57.6% yield, m.p.: 122°-123° C.

المصدر