Sulfuric Acid → 5-amino-1-cyclopentyl-3-ethyl-1H-pyrazole-4-carboxamide

HRID 487247

Reaktionsgleichung

Reaktionsgleichung von HRID 487247
S(=O)(=O)(O)[OH:2].[CH:6]1([N:11]2[C:15]([NH2:16])=[C:14]([C:17]#[N:18])[C:13]([CH2:19][CH3:20])=[N:12]2)[CH2:10][CH2:9][CH2:8][CH2:7]1>[OH-].[NH4+]>[CH:6]1([N:11]2[C:15]([NH2:16])=[C:14]([C:17]([NH2:18])=[O:2])[C:13]([CH2:19][CH3:20])=[N:12]2)[CH2:7][CH2:8][CH2:9][CH2:10]1

Komponenten

4

Edukt 2

HCID 1118Sulfuric AcidHCID 158712691-cyclopentyl-3-ethyl-4-cyano-5-amino-1H-pyrazole

Produkt 1

HCID 224493525-amino-1-cyclopentyl-3-ethyl-1H-pyrazole-4-carboxamideAusbeute 85 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 14923Ammonium HydroxideLösungsmittel

Versuchsvorschrift

To concentrated sulfuric acid (50 ml) cooled in an ice/sodium chloride bath was added in small portions 1-cyclopentyl-3-ethyl-4-cyano-5-amino-1H-pyrazole. The reaction mixture was warmed to room temperature and stirred for 24 hours. The reaction mixture was slowly added to a solution of concentrated ammonium hydroxide (150 ml) in ice-water (500 ml). A yellow precipitate formed which was collected by filtration, washed with water and dried at 90° C. for 60 hours in high vacuum to afford 3.47 g (85%) of 1-cyclopentyl-3-ethyl-5-amino-1H-pyrazole-4-carboxamide, m.p. 167°-168° C.

Aufarbeitung

  1. customA yellow precipitate formed which
  2. filtrationwas collected by filtration
  3. washwashed with water
  4. customdried at 90° C. for 60 hours in high vacuum

Quellen und Nachweise

ORD-Eintrag
ord-db7ff469404f431ba334272effe88955
Quelldatensatz
uspto-grants-1994_03
Patentnummer
US05294612

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