Sodium hydride → HCID 11056694, Verbindung

HRID 2306003Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 2306003
[Cl:1][C:2]1([Cl:7])[CH2:4][CH:3]1[CH2:5][OH:6].[H-].[Na+].CS[C:12]1[N:13]([CH2:22][CH2:23][CH3:24])[C:14](=[O:21])[C:15]2[CH:20]=[CH:19][S:18][C:16]=2[N:17]=1>O1CCCC1>[Cl:1][C:2]1([Cl:7])[CH2:4][CH:3]1[CH2:5][O:6][C:12]1[N:13]([CH2:22][CH2:23][CH3:24])[C:14](=[O:21])[C:15]2[CH:20]=[CH:19][S:18][C:16]=2[N:17]=1

Komponenten

5

Edukt 3

HCID 24758Sodium hydrideHCID 541905(2,2-Dichlorocyclopropyl)methanolHCID 18434022HCID 18434022, Verbindung

Produkt 1

HCID 11056694HCID 11056694, VerbindungAusbeute 90 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 8028TetrahydrofuranLösungsmittel2×

Versuchsvorschrift

In a sulfonation flask, 2.8 g (0.02 mol) of 2,2-dichlorocyclopropanmethanol are added to 40 ml of absolute tetrahydrofurane and under stirring 0.6 g (0.015 mol) NaH-dispersion is carefully added. After stirring for 1 hour at room temperature, a solution of 2.4 g (0.01 mol) 2-methylsulfanyl-3-propyl-3H-thieno[2.3-d]pyrimidin-4-one in 20 ml tetrahydrofurane was added within 2 minutes. After stirring for 4 hours at room temperature the solvent is removed in a water-jet vacuum and the residue is taken up in TBME and the mixture washed repeatedly with water. The TBME-phase is concentrated in the water-jet vacuum and subsequently the excess 2,2-dichlorocyclopropylmethanol destined in high vacuum. 3.0 g of 2-(2,2-dichloro-cyclopropylmethoxy)-3-propyl-3H-thieno[2.3-d]pyrimidin-4-one are obtained in the form of a white powder having a melting point of 64-66° C.

Aufarbeitung

  1. additionis carefully added
  2. stirringAfter stirring for 4 hours at room temperature the solvent
  3. customis removed in a water-jet vacuum
  4. washthe mixture washed repeatedly with water
  5. concentrationThe TBME-phase is concentrated in the water-jet vacuum

Quellen und Nachweise

ORD-Eintrag
ord-3ed647e7bf6e4b328ace5e6fb7774311
Quelldatensatz
uspto-grants-2002_08
Patentnummer
US06441169B1

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