تفاعل #595356

ord-963d645643a140edb98468049189ceca

معادلة التفاعل

N#Cc1c(N)nc(Sc2ccccc2)c(C#N)c1-c1ccc(OCCO)cc1
compound
N#Cc1c(N)nc(Sc2ccccc2)c(C#N)c1-c1ccc(OCCO)cc1
2-Amino-4-[4-(2-hydroxyethoxy)phenyl]-6-(phenylsulfanyl)pyridine-3,5-dicarbonitrile
[Na+].[OH-]
sodium hydroxide
N#Cc1c(N)[nH]c(=O)c(C#N)c1-c1ccc(OCCO)cc1
6-Amino-4-[4-(2-hydroxyethoxy)phenyl]-2-oxo-1,2-dihydropyridine-3,5-dicarbonitrile

المذيبات

ظروف التفاعل

درجة الحرارة
80°CELSIUS
الظروف التفصيلية
See reaction.notes.procedure_details.

المعالجة

  1. 1
    أخرىa clear solution is formed
  2. 2
    درجة الحرارةAfter cooling to RT
  3. 3
    أخرىthe solvent is removed on a rotary evaporator
  4. 4
    أخرىis formed
  5. 5
    workup.STIRRINGThe suspension is stirred at RT for 3 h
  6. 6
    ترشيحThe precipitate is filtered off
  7. 7
    غسيلwashed with about 5 ml of water
  8. 8
    أخرىa little ethanol and then recrystallized from about 10 ml of ethanol
  9. 9
    أخرىThe product obtained in this manner
  10. 10
    أخرىis used without further purification in the subsequent reactions

الإجراء التجريبي

500 mg (1.29 mmol) of the compound from Example 99A are initially charged in 6.4 ml of ethanol. After addition of 2.57 g (28.96 mmol) of sodium hydroxide, the mixture is stirred at 80° C. for 30 min, and a clear solution is formed. After cooling to RT, the solvent is removed on a rotary evaporator. The residue is taken up in 3 ml of water and acidified with 1 N hydrochloric acid until a yellowish precipitate is formed. The suspension is stirred at RT for 3 h. The precipitate is filtered off, washed with about 5 ml of water and a little ethanol and then recrystallized from about 10 ml of ethanol. The product obtained in this manner is used without further purification in the subsequent reactions.

المصدر

DOI: 10.6084/m9.figshare.5104873.v1براءة الاختراع: US09095582B2uspto-grants-2015_08