5-Amino-2-chloropyridine → 1-(6-Chloro-3-pyridyl)amino-1-dimethylamino-2-nitroethylene

HRID 249526

Reaktionsgleichung

Reaktionsgleichung von HRID 249526
[CH3:1][N:2]([CH3:10])[C:3](SC)=[CH:4][N+:5]([O-:7])=[O:6].[NH2:11][C:12]1[CH:13]=[CH:14][C:15]([Cl:18])=[N:16][CH:17]=1>CCO.C(Cl)(Cl)Cl>[Cl:18][C:15]1[N:16]=[CH:17][C:12]([NH:11][C:3]([N:2]([CH3:10])[CH3:1])=[CH:4][N+:5]([O-:7])=[O:6])=[CH:13][CH:14]=1

Komponenten

4

Edukt 2

HCID 793055-Amino-2-chloropyridineHCID 538966631-Dimethylamino-1-methylthio-2-nitroethylene

Produkt 1

HCID 598966081-(6-Chloro-3-pyridyl)amino-1-dimethylamino-2-nitroethylene

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 21889567Chloroform ethanolLösungsmittel

Versuchsvorschrift

A mixture of 1.5 g (0.0093 mole) of 1-dimethylamino-1-methylthio-2-nitroethylene and 1.1 g of 5-amino-2-chloropyridine was heated at 110°-120° C. with stirring for 1 hour. After cooling, the reaction mixture was subjected to silica gel column chromatography using EtOH-CHCl3 (1:40) as the eluent to recover 0.38 g of the title compound as pale brown crystals. The NMR spectrum of this product showed that it was a 1:1 mixture of the title compound and N2 -(6-chloro-3-pyridyl)-N'-dimethyl-2-nitroacetamidine.

Aufarbeitung

  1. temperaturewas heated at 110°-120° C.
  2. temperatureAfter cooling
  3. customto recover 0.38 g of the title compound as pale brown crystals
  4. additiona 1:1 mixture of the title compound and N2 -(6-chloro-3-pyridyl)-N'-dimethyl-2-nitroacetamidine

Quellen und Nachweise

ORD-Eintrag
ord-98c6085d5c314681a37e426e65665a60
Quelldatensatz
uspto-grants-1993_05
Patentnummer
US05214152

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