Cyclohexanone → 4-cyclohex-1-enyl-5-methyl-2-phenyl-2H-pyrazol-3-ylamine

HRID 1034951

Reaktionsgleichung

Reaktionsgleichung von HRID 1034951
[NH2:1][C:2]1[N:6]([C:7]2[CH:12]=[CH:11][CH:10]=[CH:9][CH:8]=2)[N:5]=[C:4]([CH3:13])[CH:3]=1.[C:14]1(=O)[CH2:19][CH2:18][CH2:17][CH2:16][CH2:15]1>C(O)(=O)C>[C:14]1([C:3]2[C:4]([CH3:13])=[N:5][N:6]([C:7]3[CH:12]=[CH:11][CH:10]=[CH:9][CH:8]=3)[C:2]=2[NH2:1])[CH2:19][CH2:18][CH2:17][CH2:16][CH:15]=1

Komponenten

4

Edukt 2

HCID 7967CyclohexanoneHCID 708015-Amino-3-methyl-1-phenylpyrazole

Produkt 1

HCID 694762524-cyclohex-1-enyl-5-methyl-2-phenyl-2H-pyrazol-3-ylamineAusbeute 74,4 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 176Acetic AcidLösungsmittel

Versuchsvorschrift

A solution of 5-amino-3-methyl-1-phenylpyrazole (8.66 g, 50 mmol) in acetic acid (70 mL) was treated with cyclohexanone (10.6 mL, 100 mmol) at ambient temperature for 40 hours. The volatiles were removed and the residue diluted with water and 10% sodium hydroxide added until the pH=12. The mixture was stirred with 10 mL of hexane for 30 minutes and the solid collected by filtration, washed with water and hexane and dried to give 9.43 g (74%) of the title compound. MS (DCI): m/z 254 (M+H)+.

Aufarbeitung

  1. customThe volatiles were removed
  2. additionthe residue diluted with water and 10% sodium hydroxide
  3. additionadded until the pH=12
  4. filtrationthe solid collected by filtration
  5. washwashed with water and hexane
  6. customdried

Quellen und Nachweise

ORD-Eintrag
ord-9062883a5b4e4ff0b89f3a0092b22c31
Quelldatensatz
uspto-grants-2013_10
Patentnummer
US08546368B2

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