1,3-Dimethyl-2-imidazolidinone → HCID 136403422, Verbindung
Reaktionsgleichung
[N+:1]([N:4]=[C:5]1[NH:10][CH2:9][CH2:8][CH2:7][NH:6]1)([O-:3])=[O:2].[CH:11]([O-:16])([O-])[O:12][CH2:13][CH3:14].CN1[CH2:22][CH2:21]N(C)C1=O>>[CH2:21]([O:16][CH:11]([O:12][CH2:13][CH3:14])[N:6]1[CH2:7][CH2:8][CH2:9][NH:10][C:5]1=[N:4][N+:1]([O-:3])=[O:2])[CH3:22]Komponenten
Versuchsvorschrift
A mixture of 10 g of 2-nitroiminohexahydropyrimidine, 12.4 g of ethyl orthoformate, 10 ml of 1,3-dimethyl-2-imidazolidinone was heated under reflux for 2.0 hours while removing the resultant distillate by means of the Dean-Stark trap. After cooling to room temperature, the mixture was poured into water, and extracted with ethyl acetate. After washing with water, the extract was dried with anhydrous magnesium sulfate, after which the solvent was distilled off under reduced pressure. The resultant oil was purified by column chromatography [silica gel, eluant: hexane/ethyl acetate (1:2)] to obtain 2.3 g of 1-diethoxymethyl-2-nitroiminohexahydropyrimidine. Typical examples of the compounds of the formula (2) which could be prepared according to the procedures similar to those of Examples 9 to 14 are shown in Table 3.
Aufarbeitung
- temperaturewas heated
- temperatureunder reflux for 2.0 hours
- customwhile removing the resultant distillate by means of the Dean-Stark trap
- additionthe mixture was poured into water
- extractionextracted with ethyl acetate
- washAfter washing with water
- dry with materialthe extract was dried with anhydrous magnesium sulfate
- distillationafter which the solvent was distilled off under reduced pressure
- customThe resultant oil was purified by column chromatography [silica gel, eluant: hexane/ethyl acetate (1:2)]
Quellen und Nachweise
- ORD-Eintrag
- ord-40d94e8037fa46138962a8541ac02788
- Quelldatensatz
- uspto-grants-1993_11
- Patentnummer
- US05264584
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