Water → 3-Butyl-5,5-dimethylthiazolidin-2-imine

HRID 1931106Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1931106
[CH3:1][C:2]1([CH3:5])[CH2:4][S:3]1.[CH2:6]([NH:10][C:11]#[N:12])[CH2:7][CH2:8][CH3:9].C(=O)([O-])[O-].[K+].[K+].O>CC(=O)CC>[CH2:6]([N:10]1[CH2:4][C:2]([CH3:1])([CH3:5])[S:3][C:11]1=[NH:12])[CH2:7][CH2:8][CH3:9]

Komponenten

6

Edukt 4

HCID 962WaterHCID 11430Potassium CarbonateHCID 1380502,2-DimethylthiiraneHCID 12295218Butylcyanamide

Produkt 1

HCID 666431113-Butyl-5,5-dimethylthiazolidin-2-imineAusbeute 66,6 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6569Methyl Ethyl KetoneLösungsmittel

Reaktionsbedingungen

Temperatur
80 °C

Versuchsvorschrift

A mixture of 2,2-dimethyl-thiirane (TCI, 1.5 g, 17 mmol), N-butyl-cyanamide (1.7 g, 17 mmol) (prepared as described in Ross J. Med. Chem. 1979, 22; 412) and potassium carbonate (2.4 g, 17 mmol) in 2-butanone (15 mL) was heated to 80° C. overnight. The mixture was poured into water, and extracted twice with ethyl acetate. The combined organic extracts were dried over Na2SO4, filtered, concentrated under reduced pressure to afford 2.11 g of the title compound.

Aufarbeitung

  1. extractionextracted twice with ethyl acetate
  2. dry with materialThe combined organic extracts were dried over Na2SO4
  3. filtrationfiltered
  4. concentrationconcentrated under reduced pressure

Quellen und Nachweise

ORD-Eintrag
ord-10f343c3722f48e4acdb7c9affbb506e
Quelldatensatz
uspto-grants-2012_05
Patentnummer
US08188135B2

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