Hydrazine hydrate (1:1) → 4-(4-Chlorophenyl)-2-hydrazinyl-3,4'-bipyridine

HRID 2101316

Reaktionsgleichung

Reaktionsgleichung von HRID 2101316
Cl[C:2]1[C:7]([C:8]2[CH:13]=[CH:12][N:11]=[CH:10][CH:9]=2)=[C:6]([C:14]2[CH:19]=[CH:18][C:17]([Cl:20])=[CH:16][CH:15]=2)[CH:5]=[CH:4][N:3]=1.O.[NH2:22][NH2:23]>N1C=CC=CC=1>[Cl:20][C:17]1[CH:18]=[CH:19][C:14]([C:6]2[CH:5]=[CH:4][N:3]=[C:2]([NH:22][NH2:23])[C:7]=2[C:8]2[CH:13]=[CH:12][N:11]=[CH:10][CH:9]=2)=[CH:15][CH:16]=1

Komponenten

4

Edukt 2

HCID 24654Hydrazine hydrate (1:1)HCID 577993632-Chloro-4-(4-chlorophenyl)-3,4'-bipyridine

Produkt 1

HCID 577994604-(4-Chlorophenyl)-2-hydrazinyl-3,4'-bipyridineAusbeute 78,4 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 1049PyridineLösungsmittel

Versuchsvorschrift

To a stirring solution of 2-chloro-4-(4-chlorophenyl)-3,4′-bipyridine (1.3 g, 4.3 mmol) in pyridine (5 mL) at room temperature under argon was added hydrazine monohydrate (2.5 mL, 51.5 mmol). The reaction mixture was stirred at reflux under argon for 15 h. After cooling the reaction mixture to room temperature, most of the solvent was removed under reduced pressure. Water (25 mL) was added to the residue while stirring and a precipitate formed. The precipitate was collected by filtration and washed with water (15 mL×2). After drying under reduced pressure at elevated temperature, 1.0 g of the title compound was obtained as a yellow solid. HPLC/MS: retention time=1.68 min, [M+H]+=297.

Aufarbeitung

  1. temperatureat reflux under argon for 15 h
  2. custommost of the solvent was removed under reduced pressure
  3. additionWater (25 mL) was added to the residue
  4. stirringwhile stirring
  5. customa precipitate formed
  6. filtrationThe precipitate was collected by filtration
  7. washwashed with water (15 mL×2)
  8. customAfter drying under reduced pressure at elevated temperature

Quellen und Nachweise

ORD-Eintrag
ord-9ee2c7577d5a455c859b9b5cbe713725
Quelldatensatz
uspto-grants-2009_08
Patentnummer
US07572808B2

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