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Sodium hydride → HCID 15388570, Verbindung

HRID 612396
Notizen
Druckvorschau

Reaktionsgleichung

Reaktionsgleichung von HRID 612396
[S:1]1[CH:5]=[CH:4][N:3]=[C:2]1[N:6]1[C:10](=[O:11])[C:9]2([CH2:16][CH2:15][CH2:14][CH2:13][CH2:12]2)[NH:8][C:7]1=[O:17].[H-].[Na+].I[CH2:21][CH2:22][CH3:23]>CN(C)C=O.O>[CH2:21]([N:8]1[C:9]2([CH2:16][CH2:15][CH2:14][CH2:13][CH2:12]2)[C:10](=[O:11])[N:6]([C:2]2[S:1][CH:5]=[CH:4][N:3]=2)[C:7]1=[O:17])[CH2:22][CH3:23]
KomponentenVersuchsvorschriftAufarbeitungQuellen und NachweiseNotizen zur Reaktion

Komponenten

6

Edukt 3

HCID 24758Sodium hydrideHCID 336431-IodopropaneHCID 102206081,3-Diazaspiro(4.5)decane-2,4-dione, 3-(2-thiazolyl)-

Produkt 1

HCID 15388570HCID 15388570, VerbindungAusbeute 67 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 962WaterLösungsmittel
HCID 6228
Dimethylformamide
Lösungsmittel

Versuchsvorschrift

5.05 g of the product from Example 2, stage 2 were dissolved in 20 ml of dimethylformamide. 1.10 g of sodium hydride (50% suspension in mineral oil) were added in portions with stirring at 200C. After 1 hour's stirring, 4 ml of 1-iodopropane were added. Stirring was continued for a further 3 hours. The mixture was then diluted with 100 ml of distilled water, extracted three times with 30 ml portions of ethyl acetate, washed with saturated sodium chloride solution and dried over sodium sulphate. Once the solvent had been removed by distillation, the residue was purified by passage through a silica gel column with ethyl acetate/n-hexane=8/5. 3.95 g of l-propyl-3-thiazol-2-yl-1,3-diazaspiro[4.5]decane-2,4-dione (67% of th.) were obtained in the form of white crystals (mp 135-138° C.).

Aufarbeitung

  1. stirringStirring
  2. waitwas continued for a further 3 hours
  3. extractionextracted three times with 30 ml portions of ethyl acetate
  4. washwashed with saturated sodium chloride solution
  5. dry with materialdried over sodium sulphate
  6. customOnce the solvent had been removed by distillation
  7. customthe residue was purified by passage through a silica gel column with ethyl acetate/n-hexane=8/5

Quellen und Nachweise

ORD-Eintrag
ord-34f50492f9254917b0ec8d7921352f4c
Quelldatensatz
uspto-grants-1999_12
DOI
10.6084/m9.figshare.5104873.v1
Patentnummer
US06004963

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