1(2H)-Isoquinolinone → 4-Chloro-1(2H)-isoquinolone

HRID 1067241

Reaktionsgleichung

Reaktionsgleichung von HRID 1067241
[Cl:1]N1C(=O)CCC1=O.[C:9]1(=[O:19])[C:18]2[C:13](=[CH:14][CH:15]=[CH:16][CH:17]=2)[CH:12]=[CH:11][NH:10]1>C(#N)C>[Cl:1][C:12]1[C:13]2[C:18](=[CH:17][CH:16]=[CH:15][CH:14]=2)[C:9](=[O:19])[NH:10][CH:11]=1

Komponenten

4

Edukt 2

HCID 102841(2H)-IsoquinolinoneHCID 31398Chlorosuccinimide

Produkt 1

HCID 8246494-Chloro-1(2H)-isoquinoloneAusbeute 91,2 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6342AcetonitrileLösungsmittel2×

Versuchsvorschrift

A solution of N-chlorosuccinimide (9.66 g, 72 mmol) in acetonitrile (MeCN) (80 mL) was added dropwise to a stirred solution of 1-(2H)-isoquinolone (10 g, 69 mmol) in MeCN (250 mL) which was being heated under reflux. The mixture was heated under reflux for an additional 1.5 h and then cooled to room temperature. The resulting precipitate was collected by filtration, with MeCN rinsing, and then dried in vacuo to give 4-chloro-1(2H)-isoquinolone (11.3 g, 62.9 mmol) as a pale pink solid.

Aufarbeitung

  1. temperaturewas being heated
  2. temperatureunder reflux
  3. temperatureThe mixture was heated
  4. temperatureunder reflux for an additional 1.5 h
  5. filtrationThe resulting precipitate was collected by filtration, with MeCN rinsing
  6. customdried in vacuo

Quellen und Nachweise

ORD-Eintrag
ord-dbeb56870b654f5a827ced46458666ac
Quelldatensatz
uspto-grants-2001_06
Patentnummer
US06248738B1

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