Water → 4-chloro-1-(3-chloro-2-pyridinyl)-1H-pyrrole-2-carbaldehyde

HRID 251964Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 251964
[Cl:1][C:2]1[C:3]([N:8]2[CH:12]=[CH:11][CH:10]=[C:9]2[CH:13]=[O:14])=[N:4][CH:5]=[CH:6][CH:7]=1.[Cl:15]N1C(=O)CCC1=O.O>CN(C)C=O>[Cl:15][C:11]1[CH:10]=[C:9]([CH:13]=[O:14])[N:8]([C:3]2[C:2]([Cl:1])=[CH:7][CH:6]=[CH:5][N:4]=2)[CH:12]=1

Komponenten

5

Edukt 3

HCID 962WaterHCID 31398ChlorosuccinimideHCID 587620783-chloro-2-(2-formyl-1H-pyrrol-1-yl)pyridine

Produkt 1

HCID 577802814-chloro-1-(3-chloro-2-pyridinyl)-1H-pyrrole-2-carbaldehydeAusbeute 30 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6228DimethylformamideLösungsmittel

Reaktionsbedingungen

Temperatur
50 °C

Versuchsvorschrift

To a solution of 1.0 g of 3-chloro-2-(2-formyl-1H-pyrrol-1-yl)pyridine in 15 ml of N,N-dimethylformamide was added 0.68 g of N-chlorosuccinimide. The resulting mixture was stirred at 50° C. for 2 days. Water was poured into the reaction mixture, and the mixture was extracted with ethyl acetate two times. The organic layers were combined, washed successively with water and an aqueous saturated sodium chloride solution, dried over anhydrous magnesium sulfate, and concentrated under reduced pressure. The residue was subjected to silica gel column chromatography to obtain 0.35 g of 4-chloro-1-(3-chloro-2-pyridinyl)-1H-pyrrole-2-carbaldehyde of the formula:

Aufarbeitung

  1. extractionthe mixture was extracted with ethyl acetate two times
  2. washwashed successively with water
  3. dry with materialan aqueous saturated sodium chloride solution, dried over anhydrous magnesium sulfate
  4. concentrationconcentrated under reduced pressure

Quellen und Nachweise

ORD-Eintrag
ord-3ee542d2279e47fc8d8c0e16262f7ac5
Quelldatensatz
uspto-grants-2011_01
Patentnummer
US07867949B2

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