Sodium Hydroxide → 4-Chloroisoquinolin-5-amine

HRID 10550

Reaktionsgleichung

Reaktionsgleichung von HRID 10550
O.O.[Sn](Cl)Cl.[Cl:6][C:7]1[C:16]2[C:11](=[CH:12][CH:13]=[CH:14][C:15]=2[N+:17]([O-])=O)[CH:10]=[N:9][CH:8]=1.[OH-].[Na+]>Cl>[Cl:6][C:7]1[C:16]2[C:11](=[CH:12][CH:13]=[CH:14][C:15]=2[NH2:17])[CH:10]=[N:9][CH:8]=1

Komponenten

5

Edukt 3

HCID 14798Sodium HydroxideHCID 61436Stannous chloride dihydrateHCID 219799674-Chloro-5-nitroisoquinoline

Produkt 1

HCID 219799374-Chloroisoquinolin-5-amineAusbeute 67,5 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 313Hydrochloric AcidLösungsmittel2×

Versuchsvorschrift

Tin(II) chloride dihydrate (1.70 g) was dissolved in concentrated hydrochloric acid (1 ml), added with a mixture of Intermediate 89 (315 mg) and 2 N aqueous hydrochloric acid (2 ml) with ice cooling and refluxed with heating for 2 hours. The reaction mixture was cooled to room temperature, added with 5 N aqueous sodium hydroxide (7 ml) and extracted twice with chloroform (20 ml for each time). The organic layer was dried over anhydrous sodium sulfate, and the solvent was evaporated under reduced pressure to obtain the title compound (182 mg).

Aufarbeitung

  1. temperaturerefluxed
  2. temperaturewith heating for 2 hours
  3. extractionextracted twice with chloroform (20 ml for each time)
  4. dry with materialThe organic layer was dried over anhydrous sodium sulfate
  5. customthe solvent was evaporated under reduced pressure

Quellen und Nachweise

ORD-Eintrag
ord-fcdc390576094c1d8a9ce9abd10a933f
Quelldatensatz
uspto-grants-2006_08
Patentnummer
US07094789B2

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