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Formamide → 8-(2,6-Dichlorobenzoylamino)-4-(2-formylhydrazino)quinoline

HRID 613566
Notizen
Druckvorschau

Reaktionsgleichung

Reaktionsgleichung von HRID 613566
[Cl:1][C:2]1[CH:22]=[CH:21][CH:20]=[C:19]([Cl:23])[C:3]=1[C:4]([NH:6][C:7]1[CH:8]=[CH:9][CH:10]=[C:11]2[C:16]=1[N:15]=[CH:14][CH:13]=[C:12]2[NH:17][NH2:18])=[O:5].[CH:24](N)=[O:25]>C(O)=O>[Cl:1][C:2]1[CH:22]=[CH:21][CH:20]=[C:19]([Cl:23])[C:3]=1[C:4]([NH:6][C:7]1[CH:8]=[CH:9][CH:10]=[C:11]2[C:16]=1[N:15]=[CH:14][CH:13]=[C:12]2[NH:17][NH:18][CH:24]=[O:25])=[O:5]
KomponentenVersuchsvorschriftAufarbeitungQuellen und NachweiseNotizen zur Reaktion

Komponenten

4

Edukt 2

HCID 713FormamideHCID 19592850HCID 19592850, Verbindung

Produkt 1

HCID 195927348-(2,6-Dichlorobenzoylamino)-4-(2-formylhydrazino)quinolineAusbeute 83,3 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 284Formic AcidLösungsmittel

Versuchsvorschrift

To a solution of 8-(2,6-dichlorobenzoylamino)-4-hydrazinoquinoline (200 mg) in formic acid (4 ml) was added formamide (26 mg), and the mixture was stirred at ambient temperature for 3 hours. The solvent was azeotropically removed with toluene. The residue was diluted with ethyl acetate, washed with water and saturated aqueous sodium bicarbonate solution, dried over magnesium sulfate and concentrated in vacuo. The residual solid was treated with hot ethanol (2 ml), allowed to cool to ambient temperature, filtered and washed with ethanol to give 8-(2,6-dichlorobenzoylamino)-4-(2-formylhydrazino)quinoline (180 mg) as pale yellow crystal.

Aufarbeitung

  1. customThe solvent was azeotropically removed with toluene
  2. additionThe residue was diluted with ethyl acetate
  3. washwashed with water and saturated aqueous sodium bicarbonate solution
  4. dry with materialdried over magnesium sulfate
  5. concentrationconcentrated in vacuo
  6. additionThe residual solid was treated with hot ethanol (2 ml)
  7. temperatureto cool to ambient temperature
  8. filtrationfiltered
  9. washwashed with ethanol

Quellen und Nachweise

ORD-Eintrag
ord-465418af947342fa9aa5194a189f76fa
Quelldatensatz
uspto-grants-1999_12
DOI
10.6084/m9.figshare.5104873.v1
Patentnummer
US06008230

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