Sodium Hydroxide → 2-(1-Piperazinyl)-4-amino-6,7-dimethoxyquinazoline

HRID 1414237Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1414237
Br.[NH:2]1[CH2:7][CH2:6][NH:5][CH2:4][CH2:3]1.[NH2:8][C:9]1[C:18]2[C:13](=[CH:14][C:15]([O:21][CH3:22])=[C:16]([O:19][CH3:20])[CH:17]=2)[N:12]=[C:11](Cl)[N:10]=1.[OH-].[Na+]>COCCO.O>[NH2:8][C:9]1[C:18]2[C:13](=[CH:14][C:15]([O:21][CH3:22])=[C:16]([O:19][CH3:20])[CH:17]=2)[N:12]=[C:11]([N:2]2[CH2:7][CH2:6][NH:5][CH2:4][CH2:3]2)[N:10]=1

Komponenten

6

Edukt 3

HCID 14798Sodium HydroxideHCID 902352-Chloro-6,7-dimethoxy-4-quinazolinamineHCID 3014804Piperazine--hydrogen bromide (1/1)

Produkt 1

HCID 6162672-(1-Piperazinyl)-4-amino-6,7-dimethoxyquinazoline

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 962WaterLösungsmittelHCID 80192-MethoxyethanolLösungsmittel

Reaktionsbedingungen

Temperatur
75 °C

Versuchsvorschrift

Piperazine hydrobromide (168.0 g., 1.006 mole) was added to a suspension of 4-amino-2-chloro-6,7-dimethoxyquinazoline (241.0 g., 1.006 mole) in 2-methoxyethanol (3.6 l.) and the mixture was stirred at reflux for 1.25 hours. The precipitate was separated by filtration, washed with hot 2-methoxyethanol and dried. The material then was added to a stirred solution of sodium hydroxide (81.0 g., 2.01 mole) in water (3 l.) and the mixture was heated to 75° C. The mixture then was cooled to 40° C., filtered, and the insoluble precipitate washed with water and dried. The material was triturated under refluxing absolute ethanol (6.0 l.) and the mixture was filtered. The filtrate was evaporated to dryness to yield the title compound, 180.0 g. (62%), M.P. 224°-228° C.

Aufarbeitung

  1. temperatureat reflux for 1.25 hours
  2. customThe precipitate was separated by filtration
  3. washwashed with hot 2-methoxyethanol
  4. customdried
  5. temperatureThe mixture then was cooled to 40° C.
  6. filtrationfiltered
  7. washthe insoluble precipitate washed with water
  8. customdried
  9. customThe material was triturated
  10. temperatureunder refluxing absolute ethanol (6.0 l.)
  11. filtrationthe mixture was filtered
  12. customThe filtrate was evaporated to dryness

Quellen und Nachweise

ORD-Eintrag
ord-c8156cdc59b7426ba17db8c58dbc4bca
Quelldatensatz
uspto-grants-1977_01
Patentnummer
US04001238

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