Lawesson's reagent → HCID 13822014, Verbindung

HRID 1731263Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1731263
[Cl:1][C:2]1[N:6]([C:7]2[CH:12]=[CH:11][CH:10]=[C:9]([Cl:13])[CH:8]=2)[N:5]=[CH:4][C:3]=1[C:14]([NH:16][CH3:17])=O.COC1C=CC(P2(SP(C3C=CC(OC)=CC=3)(=S)S2)=[S:27])=CC=1>C1(C)C=CC=CC=1>[Cl:1][C:2]1[N:6]([C:7]2[CH:12]=[CH:11][CH:10]=[C:9]([Cl:13])[CH:8]=2)[N:5]=[CH:4][C:3]=1[C:14](=[S:27])[NH:16][CH3:17]

Komponenten

4

Edukt 2

HCID 87949Lawesson's reagentHCID 1757891H-Pyrazole-4-carboxamide, 5-chloro-1-(3-chlorophenyl)-N-methyl-

Produkt 1

HCID 13822014HCID 13822014, VerbindungAusbeute 56 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 1140TolueneLösungsmittel

Versuchsvorschrift

A solution of 3.0 g of 5-chloro-1-(3-chlorophenyl)-N-methyl-1H-pyrazole-4-carboxamide and 6.5 g of Lawesson's Reagent in 150 ml toluene was refluxed for one hour. The solution was cooled and the volatiles were removed under reduced pressure. The residue was chromatographed over silica gel eluting with methylene chloride. The fractions containing the major component were combined and the solvent was evaporated therefrom to afford 1.6 g, following recrystallization from toluene, of 5-chloro-1-(3-chlorophenyl)-N-methyl-1H-pyrazole-4-thiocarboxamide. Yield 56%. mp=128°-130° C.

Aufarbeitung

  1. temperatureThe solution was cooled
  2. customthe volatiles were removed under reduced pressure
  3. customThe residue was chromatographed over silica gel eluting with methylene chloride
  4. additionThe fractions containing the major component
  5. customthe solvent was evaporated
  6. customto afford 1.6 g
  7. customrecrystallization from toluene

Quellen und Nachweise

ORD-Eintrag
ord-5ddbd92fd55c46fda452faf3bee0e706
Quelldatensatz
uspto-grants-1986_11
Patentnummer
US04620865

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