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Morpholine → 4-(2-Chloroquinazolin-4-yl)morpholine

HRID 1076358
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Druckvorschau

Reaktionsgleichung

Reaktionsgleichung von HRID 1076358
[Cl:1][C:2]1[N:11]=[C:10](Cl)[C:9]2[C:4](=[CH:5][CH:6]=[CH:7][CH:8]=2)[N:3]=1.[NH:13]1[CH2:18][CH2:17][O:16][CH2:15][CH2:14]1>C(O)C.O>[Cl:1][C:2]1[N:11]=[C:10]([N:13]2[CH2:18][CH2:17][O:16][CH2:15][CH2:14]2)[C:9]2[C:4](=[CH:5][CH:6]=[CH:7][CH:8]=2)[N:3]=1
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Komponenten

5

Edukt 2

HCID 8083MorpholineHCID 2528862,4-Dichloroquinazoline2×

Produkt 1

HCID 23384664-(2-Chloroquinazolin-4-yl)morpholineAusbeute 73,7 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 702EthanolLösungsmittelHCID 962WaterLösungsmittel

Versuchsvorschrift

Twenty grams of 2,4-dichloroquinazoline was suspended in 200 ml of ethanol. To this suspension was added 17.4 g of morpholine. A mildly exothermic reaction ensued with the concomitant dissolution of the suspended dichloroquinazoline. When the reaction subsided, after about 10 minutes, the mixture was heated at reflux for 15 minutes, and then was allowed to cool. The reaction mixture then was diluted with 800 ml of water. The solid which precipitated was collected by filtration and was washed with water. After drying, the solid was recrystallized from 1:2 benzene:hexane, to give 18.5 g of 2-chloro-4-morpholinoquinazoline; m.p. 103°-105°. The following analytical data were obtained:

Aufarbeitung

  1. customA mildly exothermic reaction
  2. temperaturethe mixture was heated
  3. temperatureat reflux for 15 minutes
  4. temperatureto cool
  5. customThe solid which precipitated
  6. filtrationwas collected by filtration
  7. washwas washed with water
  8. customAfter drying
  9. customthe solid was recrystallized from 1:2 benzene

Quellen und Nachweise

ORD-Eintrag
ord-6fbb3294371d4c2cbbb6eec100850c5e
Quelldatensatz
uspto-grants-1976_05
DOI
10.6084/m9.figshare.5104873.v1
Patentnummer
US03956495

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