Sodium hydride → 1-(2-Methyl-5-pyrazinylmethyl)-2-(nitromethylene)imidazolidine

HRID 376992

Reaktionsgleichung

Reaktionsgleichung von HRID 376992
[N+:1]([CH:4]=[C:5]1[NH:9][CH2:8][CH2:7][NH:6]1)([O-:3])=[O:2].[H-].[Na+].[H][H].[CH3:14][C:15]1[CH:20]=[N:19][C:18]([CH2:21]Cl)=[CH:17][N:16]=1>CN(C)C=O.O>[CH3:14][C:15]1[CH:20]=[N:19][C:18]([CH2:21][N:6]2[CH2:7][CH2:8][NH:9][C:5]2=[CH:4][N+:1]([O-:3])=[O:2])=[CH:17][N:16]=1

Komponenten

7

Edukt 4

HCID 24758Sodium hydrideHCID 30147632-(Nitromethylene)imidazolidineHCID 132210252-(Chloromethyl)-5-methylpyrazineHCID 178418361HCID 178418361, Verbindung

Produkt 1

HCID 1846001-(2-Methyl-5-pyrazinylmethyl)-2-(nitromethylene)imidazolidine

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 962WaterLösungsmittelHCID 6228DimethylformamideLösungsmittel

Reaktionsbedingungen

Temperatur
40 °C

Versuchsvorschrift

2-Nitromethyleneimidazolidine (12.9 g) was dissolved in dry dimethylformamide (100 ml), and at room temperature 60% oily sodium hydride (4.4 g) was added. The mixture was stirred at room temperature until the generation of hydrogen ceased. Then, 2-methyl-5-pyrazinylmethyl chloride (14.3 g was added at room temperature, and the mixture was stirred at 40° C. for 8 hours. After cooling to room temperature, the reaction mixture was added to 200 ml of water, and extracted with dichloromethane. On distilling off dichloromethane from the organic layer under reduced pressure, 1-(2-methyl-5-pyrazinylmethyl)-2-(nitromethylene)imidazolidine (5.4 g) was obtained as yellow crystals having a melting point of 163 to 166° C.

Aufarbeitung

  1. temperatureAfter cooling to room temperature
  2. extractionextracted with dichloromethane
  3. distillationOn distilling off dichloromethane from the organic layer under reduced pressure

Quellen und Nachweise

ORD-Eintrag
ord-6edf7b5b17224a0b9a1b86f19c38020d
Quelldatensatz
uspto-grants-2000_02
Patentnummer
US06022967

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