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Sulfuric Acid → HCID 21568404, Verbindung

HRID 1579385
Notizen
Druckvorschau

Reaktionsgleichung

Reaktionsgleichung von HRID 1579385
[Mg].[C:2]([O:10][CH2:11][CH3:12])(=[O:9])[CH2:3][C:4]([O:6][CH2:7][CH3:8])=[O:5].[O:13]=[C:14]1[C:23]2[C:18](=[N:19][CH:20]=[CH:21][CH:22]=2)[O:17][C:16]2[CH:24]=[CH:25][C:26]([C:28](Cl)=[O:29])=[CH:27][C:15]1=2.S(=O)(=O)(O)O>O.C(O)C.ClC1C=CC=CC=1.C(Cl)(Cl)(Cl)Cl>[O:13]=[C:14]1[C:23]2[C:18](=[N:19][CH:20]=[CH:21][CH:22]=2)[O:17][C:16]2[CH:24]=[CH:25][C:26]([C:28]([CH:3]([C:4]([O:6][CH2:7][CH3:8])=[O:5])[C:2]([O:10][CH2:11][CH3:12])=[O:9])=[O:29])=[CH:27][C:15]1=2
KomponentenReaktionsbedingungenVersuchsvorschriftAufarbeitungQuellen und NachweiseNotizen zur Reaktion

Komponenten

9

Edukt 4

HCID 1118Sulfuric AcidHCID 7761Diethyl MalonateHCID 5462224MagnesiumHCID 53808777HCID 53808777, Verbindung

Produkt 1

HCID 21568404HCID 21568404, Verbindung

Reagenzien, Katalysatoren, Lösungsmittel 4

HCID 702EthanolLösungsmittel2×
HCID 962WaterLösungsmittel2×
HCID 5943Carbon TetrachlorideLösungsmittel
HCID 7964ChlorobenzeneLösungsmittel2×

Reaktionsbedingungen

Temperatur
65 °C

Versuchsvorschrift

0.57 g of magnesium, 0.8 ml of carbon tetrachloride and 3.6 ml of absolute ethanol are placed in a four-necked flask fitted with a dropping funnel, a thermometer, a reflux condenser and a stirrer. 36.5 ml of chlorobenzene is added, and then a mixture of 2.67 g of diethyl malonate, 18 ml of chlorobenzene and 12.6 ml of absolute ethanol is added dropwise, while the temperature is maintained at 65°C. The mixture is allowed to stand at 85°C for 1 hour to complete the reaction. After cooling with water, 4 g of 5-oxo-5H-[1]benzopyrano[2,3-b]pyridine-7-carboxylic acid chloride is added, and the mixture is stirred at 30°-35°C for 1.5 hours. To the reaction mixture is added a mixture of 1 ml of concentrated sulfuric acid and 7 ml of water is added dropwise with stirring under ice cooling, and the precipitate (sodium sulfate) is removed by filtration. The residue is washed with water, dried, and concentrated. The residue is recrystallized from ethanol to give diethyl 2-(5-oxo-5H-[1]benzopyrano[2,3-b]pyridine- 7-yl-carbonyl)malonate as white crystals melting at 137°-138.5°C.

Aufarbeitung

  1. customfitted with a dropping funnel
  2. additionis added dropwise, while the temperature
  3. customthe reaction
  4. additionis added
  5. additionTo the reaction mixture is added
  6. additionis added dropwise
  7. stirringwith stirring under ice cooling
  8. customthe precipitate (sodium sulfate) is removed by filtration
  9. washThe residue is washed with water
  10. customdried
  11. concentrationconcentrated
  12. customThe residue is recrystallized from ethanol

Quellen und Nachweise

ORD-Eintrag
ord-f9d4cf9aa4bb400c86db9758784f499e
Quelldatensatz
uspto-grants-1976_01
DOI
10.6084/m9.figshare.5104873.v1
Patentnummer
US03931199

Notizen zur Reaktion

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