Reaktion #65414

Reaktionsgleichung

3-amino-4-(4-phenylthiophenyl)pyrazole

hydrochloric acid

sodium hydride

ethyl formate

ethyl phenylacetate

→

title compound

7-Hydroxy-6-phenyl-3-(4-phenylthiophenyl)pyrazolo[1,5-a]pyrimidine

Lösungsmittel

water

tetrahydrofuran

Reaktionsbedingungen

Aufarbeitung

1. 1
   workup.ADDITIONwere added in nitrogen atmosphere
2. 2
   workup.STIRRINGthe mixture was stirred for 4 hours
3. 3
   Temperaturunder reflux
4. 4
   Temperaturto cool
5. 5
   SonstigeThe solution obtained
6. 6
   Extraktionwas extracted with ethyl acetate
7. 7
   WaschenAfter washing with water
8. 8
   Trocknenthe organic layer was dried over anhydrous sodium sulfate
9. 9
   workup.DISTILLATIONthe solvent is distilled off
10. 10
    workup.DISSOLUTIONThe residue was dissolved in 5 ml of acetic acid
11. 11
    Temperaturthe mixture was heated
12. 12
    workup.STIRRINGstirred for 2 to 20 hours at 120° C
13. 13
    Temperaturto cool
14. 14
    workup.ADDITIONethyl acetate was added
15. 15
    Filtrationthe precipitate was filtered
16. 16
    WaschenThe filtrate was washed with ethyl acetate and ether
17. 17
    Sonstigedried

Vorschrift

To tetrahydrofuran suspension of 480 mg of 60% sodium hydride, 2 ml of ethyl formate and 1.64 g of ethyl phenylacetate were added in nitrogen atmosphere, and stirred for 19 hours at room temperature. Adding 1.0 g of 3-amino-4-(4-phenylthiophenyl)pyrazole, the mixture was stirred for 4 hours under reflux. After allowing to cool, water and 10% hydrochloric acid was added. The solution obtained was extracted with ethyl acetate. After washing with water, the organic layer was dried over anhydrous sodium sulfate, and the solvent is distilled off. The residue was dissolved in 5 ml of acetic acid, and the mixture was heated and stirred for 2 to 20 hours at 120° C. After allowing to cool, ethyl acetate was added, and the precipitate was filtered. The filtrate was washed with ethyl acetate and ether and dried, and the title compound was obtained (270 mg, 18%).

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