Phenylhydrazine → 5-Amino-3-(methylsulfanyl)-1-phenyl-1H-pyrazole-4-carbonitrile

HRID 2392519Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 2392519
CS[C:3](=[C:6]([C:9]#[N:10])[C:7]#[N:8])[S:4][CH3:5].[C:11]1([NH:17][NH2:18])[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=1>C(O)C>[NH2:8][C:7]1[N:17]([C:11]2[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=2)[N:18]=[C:3]([S:4][CH3:5])[C:6]=1[C:9]#[N:10]

Komponenten

4

Edukt 2

HCID 7516PhenylhydrazineHCID 992292-(Bis(methylsulfanyl)methylidene)propanedinitrile

Produkt 1

HCID 7367765-Amino-3-(methylsulfanyl)-1-phenyl-1H-pyrazole-4-carbonitrileAusbeute 91 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 702EthanolLösungsmittel

Versuchsvorschrift

A mixture comprised of 17.0 g (100 mmol) of bis (methylthio)methylenepropanedinitrile, 10.8 g (100mmol) of phenylhydrazine and 80 ml of ethanol was heated under reflux for 2 hours. The solvent was removed through distillation, and 20 ml of ethanol was added to the residue, which was thus crystallized. The resulting crystals were taken out by means of filtration under suction to give 20.9 g (9.1 mmol) of the entitled product as colorless, needle-like crystals having a melting point of from 136° to 137° C. The yield was 91%.

Aufarbeitung

  1. temperaturewas heated
  2. temperatureunder reflux for 2 hours
  3. customThe solvent was removed through distillation, and 20 ml of ethanol
  4. additionwas added to the residue, which
  5. customwas thus crystallized
  6. filtrationThe resulting crystals were taken out by means of filtration under suction

Quellen und Nachweise

ORD-Eintrag
ord-073e8d37d5aa4e2d8cc087ed9f099b74
Quelldatensatz
uspto-grants-1998_09
Patentnummer
US05801008

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