Potassium Carbonate → n-(3-((2-Chlorothiazol-5-yl)methyl)-5-methyl-1,3,5-oxadiazinan-4-ylidene)nitramide

HRID 1386818Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1386818
[Cl:1][C:2]1[S:3][C:4]([CH2:7]I)=[CH:5][N:6]=1.C(=O)([O-])[O-].[K+].[K+].[CH3:15][N:16]1[C:21](=[N:22][N+:23]([O-:25])=[O:24])[NH:20][CH2:19][O:18][CH2:17]1>CN(C)C=O>[Cl:1][C:2]1[S:3][C:4]([CH2:7][N:20]2[CH2:19][O:18][CH2:17][N:16]([CH3:15])[C:21]2=[N:22][N+:23]([O-:25])=[O:24])=[CH:5][N:6]=1

Komponenten

5

Edukt 3

HCID 11430Potassium CarbonateHCID 98166342-Chloro-5-(iodomethyl)thiazoleHCID 136277959N-(3-methyl-1,3,5-oxadiazinan-4-ylidene)nitramide

Produkt 1

HCID 107646n-(3-((2-Chlorothiazol-5-yl)methyl)-5-methyl-1,3,5-oxadiazinan-4-ylidene)nitramide

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6228DimethylformamideLösungsmittel

Reaktionsbedingungen

Temperatur
50 °C

Versuchsvorschrift

A mixture of 2.0 g of 2-chloro-5-iodomethyl-thiazole, 20 ml of dimethylformamide, 2.66 g of potassium carbonate and 1.23 g of 3-methyl-4-nitroimino-perhydro-1,3,5-oxadiazine is stirred for 16 hours at 50° C., cooled to room temperature and filtered; the filtrate is concentrated to dryness by evaporation. The residue is purified by column chromatography on silica gel using dichloromethane/methanol (9:1), yielding the title compound having a melting point of 132-134° C.

Aufarbeitung

  1. temperaturecooled to room temperature
  2. filtrationfiltered
  3. concentrationthe filtrate is concentrated to dryness by evaporation
  4. customThe residue is purified by column chromatography on silica gel

Quellen und Nachweise

ORD-Eintrag
ord-528c66170e6b4e0f88773a99109ec934
Quelldatensatz
uspto-grants-2001_07
Patentnummer
US06265585B1

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