Hydrochloric Acid → 4-(1H-pyrazol-3-yl)aniline

HRID 1251467

Reaktionsgleichung

Reaktionsgleichung von HRID 1251467
[N+:1]([C:4]1[CH:9]=[CH:8][C:7]([C:10]2[NH:14][N:13]=[CH:12][CH:11]=2)=[CH:6][CH:5]=1)([O-])=O.O.O.[Sn](Cl)Cl.Cl>C(O)C>[NH2:1][C:4]1[CH:5]=[CH:6][C:7]([C:10]2[NH:14][N:13]=[CH:12][CH:11]=2)=[CH:8][CH:9]=1

Komponenten

5

Edukt 3

HCID 313Hydrochloric AcidHCID 61436Stannous chloride dihydrateHCID 27370713-(4-Nitrophenyl)-1H-pyrazole

Produkt 1

HCID 27353994-(1H-pyrazol-3-yl)anilineAusbeute 95,3 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 702EthanolLösungsmittel

Versuchsvorschrift

To a solution of 5-(4-nitrophenyl)pyrazole (10.1 g) in ethanol (100 ml) was added Tin(II) chloride dihydrate (35.7 g) and concentrated hydrochloric acid (25.5 ml). After the addition was completed, the reaction mixture was refluxed for 3 hours. After cooling, the solvent was evaporated and strongly basified (NaOH solution) and then extracted with chloroform. The extract was washed with brine, dried (MgSO4) and evaporated to dryness to obtain the title compound (8.1 g).

Aufarbeitung

  1. additionAfter the addition
  2. temperaturethe reaction mixture was refluxed for 3 hours
  3. temperatureAfter cooling
  4. customthe solvent was evaporated
  5. extractionstrongly basified (NaOH solution) and then extracted with chloroform
  6. washThe extract was washed with brine
  7. dry with materialdried (MgSO4)
  8. customevaporated to dryness

Quellen und Nachweise

ORD-Eintrag
ord-2ee85007c9e44ccab33ddfa300ff1533
Quelldatensatz
uspto-grants-2002_01
Patentnummer
US06342516B1

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