Sodium Hydroxide → 3-(4-Chlorophenyl)-4,5-dihydro-1H-pyrazole

HRID 1024354

Reaktionsgleichung

Reaktionsgleichung von HRID 1024354
Cl.[Cl:2][C:3]1[CH:8]=[CH:7][C:6]([C:9](=O)[CH2:10][CH2:11][N:12](C)C)=[CH:5][CH:4]=1.O.[NH2:17]N.[OH-].[Na+]>CO>[Cl:2][C:3]1[CH:8]=[CH:7][C:6]([C:9]2[CH2:10][CH2:11][NH:12][N:17]=2)=[CH:5][CH:4]=1

Komponenten

5

Edukt 3

HCID 14798Sodium HydroxideHCID 24654Hydrazine hydrate (1:1)HCID 2003701-Propanone, 1-(4-chlorophenyl)-3-(dimethylamino)-, hydrochloride (1:1)

Produkt 1

HCID 131437003-(4-Chlorophenyl)-4,5-dihydro-1H-pyrazole

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 887MethanolLösungsmittel2×

Reaktionsbedingungen

Temperatur
50 °C

Versuchsvorschrift

Under N2 atmosphere, 1-(4-chloro-phenyl)-3-dimethylamino-propan-1-one hydrochloride (37.2 g) was dissolved in warm MeOH (75 mL), and slowly added to a solution of hydrazine hydrate (23 mL) and 50% aqueous NaOH (12 mL) in MeOH (30 mL) stirred at 50° C. The mixture was refluxed for 2 hours, and evaporated under reduced pressure. Water was added to the residue, followed by extraction with DCM. The organic phase was washed twice with water, dried and evaporated under reduced pressure, to give 25.0 g of a yellow solid, m.p. 90-100° C.

Aufarbeitung

  1. temperatureThe mixture was refluxed for 2 hours
  2. customevaporated under reduced pressure
  3. additionWater was added to the residue
  4. extractionfollowed by extraction with DCM
  5. washThe organic phase was washed twice with water
  6. customdried
  7. customevaporated under reduced pressure

Quellen und Nachweise

ORD-Eintrag
ord-92c5b61e2c3a4d50b6f5137860c46781
Quelldatensatz
uspto-grants-2014_05
Patentnummer
US08722887B2

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