Sodium Hydroxide → 1,10-Phenanthrolin-5-amine

HRID 341910

Reaktionsgleichung

Reaktionsgleichung von HRID 341910
[N+:1]([C:4]1[CH:17]=[C:16]2[C:11]([N:12]=[CH:13][CH:14]=[CH:15]2)=[C:10]2[C:5]=1[CH:6]=[CH:7][CH:8]=[N:9]2)([O-])=O.[OH-].[Na+]>C(O)(=O)C.Cl>[NH2:1][C:4]1[CH:17]=[C:16]2[C:11]([N:12]=[CH:13][CH:14]=[CH:15]2)=[C:10]2[C:5]=1[CH:6]=[CH:7][CH:8]=[N:9]2

Komponenten

5

Edukt 2

HCID 14798Sodium HydroxideHCID 727905-Nitro-1,10-phenanthroline

Produkt 1

HCID 6069701,10-Phenanthrolin-5-amineAusbeute 66,2 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 176Acetic AcidLösungsmittelHCID 313Hydrochloric AcidLösungsmittel

Reaktionsbedingungen

Temperatur
100 °C

Versuchsvorschrift

In 3.0 ml of acetic acid was dissolved 1.37 g (5.8 mmol) of 5-nitro-1,10-phenanthroline. A solution prepared by dissolving 1.08 g (4.8 mmol) of stannic chloride (II) dihydrate in 2.2 ml of concentrated hydrochloric acid was added dropwise thereto, followed by stirring at 100° C. for 2 hours. The reaction mixture was made alkaline with a NaOH aqueous solution and extracted with chloroform. After chloroform was distilled off under reduced pressure, a yellow solid was obtained. This was recrystallized from tetrahydrofurane-hexane to obtain 0.75 g (66%) of the desired 5-amino-1,10-phenanthroline (Compound (2)).

Aufarbeitung

  1. customA solution prepared
  2. additionwas added dropwise
  3. extractionextracted with chloroform
  4. distillationAfter chloroform was distilled off under reduced pressure
  5. customa yellow solid was obtained
  6. customThis was recrystallized from tetrahydrofurane-hexane

Quellen und Nachweise

ORD-Eintrag
ord-af28943d36054b04a8bec810d584c985
Quelldatensatz
uspto-grants-1999_01
Patentnummer
US05856479

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