Potassium Iodide → N-nitroso-N'-2-thenylpiperazine

HRID 2286507Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 2286507
Cl[CH2:2][C:3]1[S:4][CH:5]=[CH:6][CH:7]=1.[N:8]([N:10]1[CH2:15][CH2:14][NH:13][CH2:12][CH2:11]1)=[O:9].C(=O)([O-])[O-].[K+].[K+].[I-].[K+]>O.CC(C)=O>[N:8]([N:10]1[CH2:15][CH2:14][N:13]([CH2:2][C:3]2[S:4][CH:5]=[CH:6][CH:7]=2)[CH2:12][CH2:11]1)=[O:9]

Komponenten

7

Edukt 4

HCID 4875Potassium IodideHCID 11430Potassium CarbonateHCID 21845N-NitrosopiperazineHCID 698302-(Chloromethyl)thiophene

Produkt 1

HCID 23461669N-nitroso-N'-2-thenylpiperazineAusbeute 99 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 180AcetoneLösungsmittelHCID 962WaterLösungsmittel

Versuchsvorschrift

2-Chloromethylthiophene (prepared as described by F. F. Blicke and J. H. Burkhatter in J. Amer. Chem. Soc., 64, 477, 1947) (5.0 g, 0.038 mole) was added to acetone (100 ml) containing N-nitrosopiperazine (5.4 g, 0.038 mole) (prepared as described in U.S. Pat. No. 2,907,767), anhydrous potassium carbonate (6.0 g, 0.04 mole) and a catalytic amount of potassium iodide (1 small crystal). The mixture was heated under reflux for 3 hours, cooled, treated with water (50 ml) evaporated to 1/3 volume and extracted with ethylacetate (3×150 ml). The combined extracts were dried (anhydrous K2CO3), filtered and evaporated in vacuo to yield N-nitroso-N'-2-thenylpiperazine (7.35 g, >99%) as a straw coloured oil.

Aufarbeitung

  1. customprepared
  2. temperatureThe mixture was heated
  3. temperatureunder reflux for 3 hours
  4. temperaturecooled
  5. customevaporated to 1/3 volume
  6. extractionextracted with ethylacetate (3×150 ml)
  7. dry with materialThe combined extracts were dried (anhydrous K2CO3)
  8. filtrationfiltered
  9. customevaporated in vacuo

Quellen und Nachweise

ORD-Eintrag
ord-8283ab0fcb6643028f4ae8fb2e56bfed
Quelldatensatz
uspto-grants-1981_05
Patentnummer
US04267175

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