تفاعل #2275722

معادلة التفاعل

sodium hydroxide

ethyl 3-[5-(2-nitroiminoimidazolidin-1-ylmethyl)-2-pyridylthio]propionate

→

( 5 )

المردود 50.0%

3-[5-(2-nitroiminoimidazolidin-1-ylmethyl)-2-pyridylthio]propionic acid

المردود 50.0%

المذيبات

water

ethanol

ظروف التفاعل

المعالجة

1. 1
   workup.ADDITIONwas added to a suspension
2. 2
   workup.DISTILLATIONThe ethanol was distilled away under reduced pressure, and 20 ml of water and 30 ml of ether
3. 3
   workup.ADDITIONwere added to the residues which
4. 4
   أخرىwere then partitioned
5. 5
   استخلاصextracted twice with 70 ml of ethyl acetate
6. 6
   غسيلThe ethyl acetate layer was washed with water
7. 7
   تجفيفdried over anhydrous magnesium sulfate
8. 8
   تركيزconcentrated
9. 9
   أخرىThe residues were purified by silica gel chromatography (ethyl acetate: methanol=1:1)

الإجراء التجريبي

0.44 g (11 mmol) of sodium hydroxide dissolved in 30 ml water was added to a suspension containing 1.3 g (3.7 mmol) of ethyl 3-[5-(2-nitroiminoimidazolidin-1-ylmethyl)-2-pyridylthio]propionate (4) in 40 ml of ethanol and stirred at room temperature for 1 hour. The ethanol was distilled away under reduced pressure, and 20 ml of water and 30 ml of ether were added to the residues which were then partitioned, and the aqueous layer was adjusted to pH 5 with dilute hydrochloric acid and extracted twice with 70 ml of ethyl acetate. The ethyl acetate layer was washed with water, dried over anhydrous magnesium sulfate and concentrated. The residues were purified by silica gel chromatography (ethyl acetate: methanol=1:1) to give 0.6 g of (5) (yield 50%).

المصدر