Hydrochloric Acid → 2,4-Diallylamino-6-aminoquinazoline

HRID 1250566Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1250566
O.O.[Sn](Cl)Cl.Cl.[CH2:7]([NH:10][C:11]1[N:20]=[C:19]([NH:21][CH2:22][CH:23]=[CH2:24])[C:18]2[C:13](=[CH:14][CH:15]=[C:16]([N+:25]([O-])=O)[CH:17]=2)[N:12]=1)[CH:8]=[CH2:9].[OH-].[Na+]>>[CH2:7]([NH:10][C:11]1[N:20]=[C:19]([NH:21][CH2:22][CH:23]=[CH2:24])[C:18]2[C:13](=[CH:14][CH:15]=[C:16]([NH2:25])[CH:17]=2)[N:12]=1)[CH:8]=[CH2:9]

Komponenten

5

Edukt 4

HCID 313Hydrochloric AcidHCID 14798Sodium HydroxideHCID 61436Stannous chloride dihydrateHCID 571174462,4-Diallylamino-6-nitroquinazoline

Produkt 1

HCID 207186892,4-Diallylamino-6-aminoquinazoline

Versuchsvorschrift

To 3.32 g (14.73 mmol) of tin (II) chloride dihydrate was added 14 ml of concentrated hydrochloric acid and 1.40 g (4.91 mmol) of 2,4-diallylamino-6-nitroquinazoline under ice cooling, and the resulting mixture was stirred at room temperature overnight. The reaction mixture was neutralized by adding an aqueous sodium hydroxide solution, followed by extraction with chloroform, washing with brine and drying over anhydrous sodium sulfate. After the solvent was distilled off, the residue was purified by a silica gel column to give 1.61 g (yield: 92.5%) of a free base compound of the title compound.

Aufarbeitung

  1. extractionfollowed by extraction with chloroform
  2. washwashing with brine
  3. dry with materialdrying over anhydrous sodium sulfate
  4. distillationAfter the solvent was distilled off
  5. customthe residue was purified by a silica gel column

Quellen und Nachweise

ORD-Eintrag
ord-1c114146388443129996fd05d61419bc
Quelldatensatz
uspto-grants-2002_01
Patentnummer
US06339089B2

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