Hydrochloric Acid → 1-(4-Chlorophenyl)-1H-pyrazol-5-amine

HRID 459672Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 459672
Cl.[Cl:2][C:3]1[CH:8]=[CH:7][C:6]([NH:9][NH2:10])=[CH:5][CH:4]=1.Cl.CN([C:15](=[CH2:18])[C:16]#[N:17])C>CO>[NH2:17][C:16]1[N:9]([C:6]2[CH:7]=[CH:8][C:3]([Cl:2])=[CH:4][CH:5]=2)[N:10]=[CH:18][CH:15]=1

Komponenten

5

Edukt 3

HCID 313Hydrochloric AcidHCID 71600Hydrazine, (4-chlorophenyl)-, hydrochloride (1:1)HCID 12896101Dimethylaminoacrylonitrile

Produkt 1

HCID 122043801-(4-Chlorophenyl)-1H-pyrazol-5-amine

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 887MethanolLösungsmittel

Versuchsvorschrift

21.5 g (0.12 mol) of 4-chlorophenylhydrazine hydrochloride was suspended in 150 mL of methanol, 5 mL of concentrated hydrochloric acid was added, and the mixture was heated at reflux, which gave a clear, yellow-brown solution. To this solution was added dropwise 11.5 g (0.12 mol) of dimethylaminoacrylonitrile over a period of 30 minutes. After 1.5 h at reflux, most of the solvent was removed under vacuum. The remaining residue was taken up in 40 mL of dimethylformamide, and 9 mL of concentrated ammonia solution was added at room temperature. The resulting white precipitate was filtered off and discarded. The clear filtrate was used in Step 10.2 without further purification.

Aufarbeitung

  1. temperaturethe mixture was heated
  2. temperatureat reflux
  3. customwhich gave a clear, yellow-brown solution
  4. temperatureAfter 1.5 h at reflux, most of the solvent
  5. customwas removed under vacuum
  6. addition9 mL of concentrated ammonia solution was added at room temperature
  7. filtrationThe resulting white precipitate was filtered off
  8. customThe clear filtrate was used in Step 10.2 without further purification

Quellen und Nachweise

ORD-Eintrag
ord-bce34b5d0e8f40b482936010394f4599
Quelldatensatz
uspto-grants-2007_03
Patentnummer
US07195649B2

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