Hydrochloric Acid → HCID 178515326, Verbindung

HRID 37136

Reaktionsgleichung

Reaktionsgleichung von HRID 37136
[H-].[Na+].[CH:3](OCC)=O.[C:8]1([CH2:14][C:15]([O:17]CC)=O)[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=1.[NH2:20][C:21]1[C:25]([C:26]2[CH:31]=[CH:30][C:29]([S:32][C:33]3[CH:38]=[CH:37][CH:36]=[CH:35][CH:34]=3)=[CH:28][CH:27]=2)=[CH:24][NH:23][N:22]=1.Cl>O.O1CCCC1>[OH:17][C:15]1[N:22]2[N:23]=[CH:24][C:25]([C:26]3[CH:27]=[CH:28][C:29]([S:32][C:33]4[CH:38]=[CH:37][CH:36]=[CH:35][CH:34]=4)=[CH:30][CH:31]=3)=[C:21]2[N:20]=[CH:3][C:14]=1[C:8]1[CH:9]=[CH:10][CH:11]=[CH:12][CH:13]=1

Komponenten

8

Edukt 5

HCID 313Hydrochloric AcidHCID 7590Ethyl phenylacetateHCID 8025Ethyl formateHCID 24758Sodium hydrideHCID 178509258HCID 178509258, Verbindung

Produkt 1

HCID 178515326HCID 178515326, Verbindung

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 962WaterLösungsmittelHCID 8028TetrahydrofuranLösungsmittel

Versuchsvorschrift

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%).

Aufarbeitung

  1. additionwere added in nitrogen atmosphere
  2. stirringthe mixture was stirred for 4 hours
  3. temperatureunder reflux
  4. temperatureto cool
  5. customThe solution obtained
  6. extractionwas extracted with ethyl acetate
  7. washAfter washing with water
  8. dry with materialthe organic layer was dried over anhydrous sodium sulfate
  9. distillationthe solvent is distilled off
  10. dissolutionThe residue was dissolved in 5 ml of acetic acid
  11. temperaturethe mixture was heated
  12. stirringstirred for 2 to 20 hours at 120° C
  13. temperatureto cool
  14. additionethyl acetate was added
  15. filtrationthe precipitate was filtered
  16. washThe filtrate was washed with ethyl acetate and ether
  17. customdried

Quellen und Nachweise

ORD-Eintrag
ord-1eeb9566299843d08dca2af3b8d922f8
Quelldatensatz
uspto-grants-1995_05
Patentnummer
US05420128

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