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p-Toluidine → HCID 178424384, Verbindung

HRID 2095126
Notizen
Druckvorschau

Reaktionsgleichung

Reaktionsgleichung von HRID 2095126
C1(C)C=CC=CC=1[NH:7][N:8]=[C:9]([C:12]#[N:13])[C:10]#[N:11].N[C:16]1[CH:21]=[CH:20][C:19]([CH3:22])=[CH:18][CH:17]=1.C(#N)CC#N.O.[NH2:29][NH2:30]>>[C:19]1([CH3:22])[CH:20]=[CH:21][CH:16]=[CH:17][C:18]=1[NH:7][N:8]=[C:9]1[C:10]([NH2:11])=[N:30][N:29]=[C:12]1[NH2:13]
KomponentenVersuchsvorschriftAufarbeitungQuellen und NachweiseNotizen zur Reaktion

Komponenten

5

Edukt 4

HCID 7813p-ToluidineHCID 8010MalononitrileHCID 24654Hydrazine hydrate (1:1)HCID 12450559Carbonylcyanide2methylphenylhydrazone

Produkt 1

HCID 178424384HCID 178424384, Verbindung

Versuchsvorschrift

4-(o-tolylhydrazono)-4H-pyrazole-3,5-diamine was prepared using 92 mg (0.5 mmol) of 2-(o-tolylhydrazono)-malononitrile, which was derived from 4-toluidine (107 μL, 1.0 mmol) and malononitrile (1.5 mmol), and hydrazine hydrate. Very little solid had formed after heating the reaction at 75° C. for 1 hr, however, analysis of the reaction solution by TLC indicated that no starting material remained. The solution was allowed to cool to ambient temperature and the solvent was evaporated. The residue was dissolved in ethyl acetate and then precipitated by the addition of hexanes. The resulting solid was isolated by filtration and dried to yield 43 mg (40%) of the compound as a yellow solid.

Aufarbeitung

  1. customVery little solid had formed
  2. temperatureafter heating
  3. customthe reaction at 75° C. for 1 hr
  4. customthe solvent was evaporated
  5. dissolutionThe residue was dissolved in ethyl acetate
  6. customprecipitated by the addition of hexanes
  7. customThe resulting solid was isolated by filtration
  8. customdried

Quellen und Nachweise

ORD-Eintrag
ord-b605a375ce52476eb4e36356b0cb63e4
Quelldatensatz
uspto-grants-2013_05
DOI
10.6084/m9.figshare.5104873.v1
Patentnummer
US08445694B2

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