تفاعل #2045127

معادلة التفاعل

formula III

N-{1-[3-(2-ethoxy-5-(4-ethylpiperazinyl)sulfonylphenyl)-4,5-dihydro-5-oxo-1,2,4-triazin-6-yl]ethyl}butyramide

POCl3

→

product

المردود 65.5%

2-[2-ethoxy-5-[(4-ethyl-1-piperazinyl)sulfonyl]phenyl]-5-methyl-7-propyl-imidazo[5,1-f][1,2,4]triazin-4-one

المردود 65.5%

ظروف التفاعل

المعالجة

1. 1
   أخرىThe excess phosphorous oxychloride was evaporated of under reduced pressure
2. 2
   workup.ADDITIONthe residue was slowly poured into chopped ice
3. 3
   استخلاصextracted with dichloromethane (40 mL)
4. 4
   غسيلThe organic phase was washed with saturated saline (15 mL)
5. 5
   تجفيفdried over anhydrous sodium sulfate
6. 6
   workup.ADDITIONThen, 20 mL of ethanol was added
7. 7
   ترشيحfiltrated
8. 8
   أخرىevaporated
9. 9
   أخرىto remove some of the solvent
10. 10
    workup.ADDITIONEthyl acetate was then added
11. 11
    أخرىa recrystallization
12. 12
    أخرىFinally, the crystal was separated

الإجراء التجريبي

The compound of formula III (0.51 g, 1 mmol) was added with POCl3 (2 mL), and the mixture was heated for 2 hours at 80° C. The excess phosphorous oxychloride was evaporated of under reduced pressure, and the residue was slowly poured into chopped ice. The solution was adjusted to a pH of 8 with sodium carbonate, and extracted with dichloromethane (40 mL). The organic phase was washed with saturated saline (15 mL), and dried over anhydrous sodium sulfate. Then, 20 mL of ethanol was added therein, and the solution was decolorized by activated carbon, filtrated, and evaporated to remove some of the solvent therefrom. Ethyl acetate was then added therein to perform a recrystallization. Finally, the crystal was separated to obtain 0.32 g of product with a yield of 65%. 1H NMR (CDCl3, 300 MHz) δ: 1.01 (3H, t), 1.04 (3H, t), 1.62 (3H, t), 1.86 (2H, m), 2.42 (2H, q), 2.54 (4H, t), 2.64 (3H, s), 2.99 (2H, t), 3.07 (4H, m), 4.34 (2H, q), 7.15 (1H, d), 7.88 (1H, dd), 8.48 (1H, d), 9.52 (1H, s).

المصدر