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1-Butanol → 5,5-Dimethyl-1,3-thiazolidine-2,4-dione

HRID 241725
Notizen
Druckvorschau

Reaktionsgleichung

Reaktionsgleichung von HRID 241725
Br[C:2]([CH3:8])([CH3:7])[C:3](OC)=[O:4].[NH2:9][C:10](N)=[S:11].C([OH:17])CCC>>[CH3:8][C:2]1([CH3:7])[S:11][C:10](=[O:17])[NH:9][C:3]1=[O:4]
KomponentenReaktionsbedingungenVersuchsvorschriftAufarbeitungQuellen und NachweiseNotizen zur Reaktion

Komponenten

4

Edukt 3

HCID 2631-ButanolHCID 90097Methyl 2-bromo-2-methylpropionateHCID 2723790Thiourea

Produkt 1

HCID 133258305,5-Dimethyl-1,3-thiazolidine-2,4-dione

Reaktionsbedingungen

Temperatur
110 °C

Versuchsvorschrift

41.4 mmoles of methyl 2-bromo-2-methyl-propionate and 4.56 mmoles of thiourea are dissolved in n-butanol (90 mL) and stirred at 110° C. for 5 hours. The solvent is evaporated to dryness and the residue is taken up in ethanol (120 ml) and HCl (2N, 120 mL) and then heated at reflux for 16 hours. The ethanol is evaporated off and the mixture is diluted with water (120 ml) and then extracted with AcOEt. The organic phase is washed with saturated NaCl solution, dried over magnesium sulphate, filtered and evaporated to dryness. The crystals obtained are washed with pentane, filtered off and dried in vacuo to yield the title product.

Aufarbeitung

  1. customThe solvent is evaporated to dryness
  2. temperatureHCl (2N, 120 mL) and then heated
  3. temperatureat reflux for 16 hours
  4. customThe ethanol is evaporated off
  5. additionthe mixture is diluted with water (120 ml)
  6. extractionextracted with AcOEt
  7. washThe organic phase is washed with saturated NaCl solution
  8. dry with materialdried over magnesium sulphate
  9. filtrationfiltered
  10. customevaporated to dryness
  11. customThe crystals obtained
  12. washare washed with pentane
  13. filtrationfiltered off
  14. customdried in vacuo

Quellen und Nachweise

ORD-Eintrag
ord-b98e32d7f1b149cea571fd26962f8633
Quelldatensatz
uspto-grants-2014_02
DOI
10.6084/m9.figshare.5104873.v1
Patentnummer
US08653073B2

Notizen zur Reaktion

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