Isoquinoline, 1-chloro- → N-(3-Bromobenzoyl)-N-(1-isoquinolyl)hydrazine

HRID 574035

Reaktionsgleichung

Reaktionsgleichung von HRID 574035
Cl[C:2]1[C:11]2[C:6](=[CH:7][CH:8]=[CH:9][CH:10]=2)[CH:5]=[CH:4][N:3]=1.[Br:12][C:13]1[CH:14]=[C:15]([CH:20]=[CH:21][CH:22]=1)[C:16]([NH:18][NH2:19])=[O:17]>C1(C)C=CC(C)=CC=1>[Br:12][C:13]1[CH:14]=[C:15]([CH:20]=[CH:21][CH:22]=1)[C:16]([N:18]([C:2]1[C:11]2[C:6](=[CH:7][CH:8]=[CH:9][CH:10]=2)[CH:5]=[CH:4][N:3]=1)[NH2:19])=[O:17]

Komponenten

4

Edukt 2

HCID 140539Isoquinoline, 1-chloro-HCID 520941m-Bromobenzohydrazide

Produkt 1

HCID 66709633N-(3-Bromobenzoyl)-N-(1-isoquinolyl)hydrazineAusbeute 90,6 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 7809P-XyleneLösungsmittel

Reaktionsbedingungen

Temperatur
150 °C

Versuchsvorschrift

To a 200-mL three-neck flask were added 3.3 g (20 mmol) of 1-chloroisoquinoline, 4.3 g (20 mmol) of 3-bromobenzoylhydrazine, and 80 mL of para-xylene. This mixture was refluxed at 150° C. for 14 hours under a nitrogen stream. After a predetermined time elapsed, this mixture was cooled to room temperature, and the precipitated solid was collected by suction filtration. The obtained solid was washed with toluene, a saturated aqueous solution of sodium hydrogen carbonate, and water. This solid was dried, so that the substance which was the object of the synthesis was obtained as 6.2 g of a pale yellow powder in 90% yield.

Aufarbeitung

  1. temperaturethis mixture was cooled to room temperature
  2. filtrationthe precipitated solid was collected by suction filtration
  3. washThe obtained solid was washed with toluene
  4. customThis solid was dried, so that the substance which

Quellen und Nachweise

ORD-Eintrag
ord-a111e756426347d48c5a10da0b2ef81a
Quelldatensatz
uspto-grants-2015_05
Patentnummer
US09034486B2

Verknüpfte Notizen

Wird geladen…