Oxalyl chloride → N'-t-butyl-N-benzoyl-N'-(beta-trifluoromethylcrotonyl)hydrazine

HRID 21642

Reaktionsgleichung

Reaktionsgleichung von HRID 21642
[C:1]([NH:5][NH:6][C:7](=[O:14])[C:8]1[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=1)([CH3:4])([CH3:3])[CH3:2].[F:15][C:16]([F:24])([F:23])/[C:17](/[CH3:22])=[CH:18]\[C:19](Cl)=[O:20].C(Cl)(=O)C(Cl)=O.FC(F)(F)/C(/C)=C\C(O)=O>C1(C)C=CC=CC=1>[C:1]([N:5]([C:19](=[O:20])/[CH:18]=[C:17](\[C:16]([F:24])([F:23])[F:15])/[CH3:22])[NH:6][C:7](=[O:14])[C:8]1[CH:9]=[CH:10][CH:11]=[CH:12][CH:13]=1)([CH3:4])([CH3:2])[CH3:3]

Komponenten

6

Edukt 4

HCID 65578Oxalyl chlorideHCID 299436N'-tert-butylbenzohydrazideHCID 57088354,4,4-Trifluoro-3-methyl-2-butenoic acidHCID 86745869beta-Trifluoromethylcrotonyl chloride

Produkt 1

HCID 70294050N'-t-butyl-N-benzoyl-N'-(beta-trifluoromethylcrotonyl)hydrazine

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 1140TolueneLösungsmittel2×

Versuchsvorschrift

N'-t-butyl-N-benzoylhydrazine (1.0 g,) in 2 ml toluene was added dropwise to a solution of beta-trifluoromethylcrotonyl chloride (prepared by addition of oxalyl chloride (1.3 g) to a solution of 1.5 g beta-trifluoromethylcrotonic acid in 5 ml toluene at 23° C.). After 30 minutes at 23° C., the reaction mixture was partitioned between saturated aqueous sodium bicarbonate (20 ml) and ether (20 ml). The ether layer was evaporated under reduced pressure to about 10 ml and the excess hydrazine was removed by filtration. The filtrate was evaporated to give N'-t-butyl-N-benzoyl-N'-(beta-trifluoromethylcrotonyl)hydrazine as a colorless oil.

Aufarbeitung

  1. customthe reaction mixture was partitioned between saturated aqueous sodium bicarbonate (20 ml) and ether (20 ml)
  2. customThe ether layer was evaporated under reduced pressure to about 10 ml
  3. customthe excess hydrazine was removed by filtration
  4. customThe filtrate was evaporated

Quellen und Nachweise

ORD-Eintrag
ord-1eddb448ff674889bf5ee66e8cf10c6f
Quelldatensatz
uspto-grants-1995_06
Patentnummer
US05424333

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