Phenyl isocyanate → 1-Phenyl-4-cyano-5-(phenylureido)-pyrazole

HRID 375701

Reaktionsgleichung

Reaktionsgleichung von HRID 375701
CC([O-])(C)C.[K+].[C:7]1([N:13]=[C:14]=[O:15])[CH:12]=[CH:11][CH:10]=[CH:9][CH:8]=1.[C:16]1([N:22]2[C:26]([NH2:27])=[C:25]([C:28]#[N:29])[CH:24]=[N:23]2)[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=1>C1(C)C=CC=CC=1>[C:16]1([N:22]2[C:26]([NH:27][C:14]([NH:13][C:7]3[CH:12]=[CH:11][CH:10]=[CH:9][CH:8]=3)=[O:15])=[C:25]([C:28]#[N:29])[CH:24]=[N:23]2)[CH:17]=[CH:18][CH:19]=[CH:20][CH:21]=1

Komponenten

5

Edukt 3

HCID 7672Phenyl isocyanateHCID 792565-Amino-1-phenyl-1H-pyrazole-4-carbonitrileHCID 23665647Potassium tert-butoxide

Produkt 1

HCID 189937131-Phenyl-4-cyano-5-(phenylureido)-pyrazoleAusbeute 96 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 1140TolueneLösungsmittel

Reaktionsbedingungen

Temperatur
80 °C

Versuchsvorschrift

9.0 g (80 mmol) of potassium tert-butylate and 8.7 ml (80 mmol) of phenyl isocyanate were added to a solution of 5.52 g (30 mmol) of 1-phenyl-4-cyano-5-aminopyrazole in 100 ml of toluene. The mixture was heated for 15 hours at 80° C. and then cooled, the insoluble constituents were separated off and the resulting solution was acidified with acetic acid, the product crystallizing out. Yield: 96%.

Aufarbeitung

  1. temperaturecooled
  2. customthe insoluble constituents were separated off
  3. customthe product crystallizing out

Quellen und Nachweise

ORD-Eintrag
ord-d3008fed65aa48ba88f258b2fe528189
Quelldatensatz
uspto-grants-1996_01
Patentnummer
US05486618

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