Triethylamine → 3-(Indan-5-yl)-1-methyl-2-thioxo-imidazolidin-4-one

HRID 343594

Reaktionsgleichung

Reaktionsgleichung von HRID 343594
Cl.C(O[C:5](=[O:9])[CH2:6][NH:7][CH3:8])C.[CH2:10]1[C:18]2[C:13](=[CH:14][C:15]([N:19]=[C:20]=[S:21])=[CH:16][CH:17]=2)[CH2:12][CH2:11]1.C(N(CC)CC)C>C(Cl)(Cl)Cl>[CH2:10]1[C:18]2[C:13](=[CH:14][C:15]([N:19]3[C:5](=[O:9])[CH2:6][N:7]([CH3:8])[C:20]3=[S:21])=[CH:16][CH:17]=2)[CH2:12][CH2:11]1

Komponenten

5

Edukt 3

HCID 8471TriethylamineHCID 171173Ethyl N-methylaminoacetate hydrochlorideHCID 27593575-isothiocyanato-2,3-dihydro-1H-indene

Produkt 1

HCID 111959623-(Indan-5-yl)-1-methyl-2-thioxo-imidazolidin-4-oneAusbeute 73,5 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6212ChloroformLösungsmittel

Versuchsvorschrift

A mixture of sarcosine ethyl ester hydrochloride (6.7 g), indan-5-yl-isothiocyanate (7.7 g), triethyl amine (12 g) and chloroform (300 mL) was heated at reflux for 5 hours. The mixture was cooled to ambient temperature, washed with 1N HCl (2×200 mL) then with water (200 mL) The organic phase was evaporated to dryness. The residue was crystallized from ethyl acetate to give the title compound (7.9 g) as a tan solid, m.p. 158°-160° C. Anal. Calcd. for C13H14N2OS: C, 63.39; H, 5.73; N, 11.37. Found: C, 63.30; H, 5.81; N, 11.31. Mass spectrum (EI, M.+) m/z 246.

Aufarbeitung

  1. temperaturewas heated
  2. temperatureat reflux for 5 hours
  3. washwashed with 1N HCl (2×200 mL)
  4. customwith water (200 mL) The organic phase was evaporated to dryness
  5. customThe residue was crystallized from ethyl acetate

Quellen und Nachweise

ORD-Eintrag
ord-03b3ef41938641d5ae8165737657860c
Quelldatensatz
uspto-grants-1999_01
Patentnummer
US05861517

Verknüpfte Notizen

Wird geladen…