Dimethylformamide → 1-(2-nitrophenyl)-1H-pyrrole-2-carbaldehyde

HRID 55144

Reaktionsgleichung

Reaktionsgleichung von HRID 55144
[N+:1]([C:4]1[CH:9]=[CH:8][CH:7]=[CH:6][C:5]=1[N:10]1[CH:14]=[CH:13][CH:12]=[CH:11]1)([O-:3])=[O:2].P(Cl)(Cl)(Cl)=O.[OH-].[Na+].CN(C)[CH:24]=[O:25]>>[N+:1]([C:4]1[CH:9]=[CH:8][CH:7]=[CH:6][C:5]=1[N:10]1[CH:14]=[CH:13][CH:12]=[C:11]1[CH:24]=[O:25])([O-:3])=[O:2]

Komponenten

5

Edukt 4

HCID 6228DimethylformamideHCID 14798Sodium HydroxideHCID 24813Phosphorus oxychlorideHCID 5206111-(2-Nitrophenyl)pyrrole

Produkt 1

HCID 47153911-(2-nitrophenyl)-1H-pyrrole-2-carbaldehyde

Reaktionsbedingungen

Temperatur
90 °C

Versuchsvorschrift

To a solution of 3.76 g of 1-(2-nitrophenyl)pyrrole in 20 ml of N,N-dimethylformamide at 0° C. is added dropwise with stirring 3 ml of phosphorus oxychloride. Stirring is continued for 30 minutes and the reaction mixture is heated at 90° C. for 1 hour. After cooling to room temperature the mixture is treated with crushed ice and the pH adjusted to 12 with 2N sodium hydroxide. The resulting suspension is filtered, washed with water and dried to give 5.81 g of the desired product as a light yellow solid m.p. 119°-122° C.

Aufarbeitung

  1. temperatureAfter cooling to room temperature the mixture
  2. additionis treated with crushed ice
  3. filtrationThe resulting suspension is filtered
  4. washwashed with water
  5. customdried

Quellen und Nachweise

ORD-Eintrag
ord-f0b96011b8a949e4b7d887040eb61867
Quelldatensatz
uspto-grants-1997_04
Patentnummer
US05624923

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