تفاعل #83348

معادلة التفاعل

4-Chloroquinoline

4-nitrothiophenol

potassium carbonate

→

4-(4-nitrophenylthio)quinoline

المردود 54.0%

المذيبات

ethanol

ظروف التفاعل

المعالجة

1. 1
   تركيزThe reaction mixture was then concentrated
2. 2
   workup.ADDITIONethyl acetate was added
3. 3
   غسيلthe solution washed with water
4. 4
   تجفيفdried over sodium sulfate
5. 5
   تركيزconcentrated
6. 6
   أخرىThe product was purified by HPLC over silica gel
7. 7
   غسيلeluted with 20-40% ethyl acetate/hexane

الإجراء التجريبي

4-Chloroquinoline (32.3 mmoles, 5.2 g),4-nitrothiophenol (32.3 moles, 5.0 g) and potassium carbonate (32.3 moles, 4.46 g) were stirred at room temperature in 500 ml of ethanol for 16 hr. The reaction mixture was then concentrated, ethyl acetate was added and the solution washed with water, dried over sodium sulfate and concentrated. The product was purified by HPLC over silica gel eluted with 20-40% ethyl acetate/hexane to yield 4-(4-nitrophenylthio)quinoline 4.9 g, 54%. Mass Spec (FD) 282. Calculated for C15H10N2O2S: C, 63.82 H, 3.57 N, 9.92. Found: C, 65.09; H, 3.81; N, 10.02.

المصدر