Water → 2,4-Difluorobenzoic acid, 2-phenylhydrazide

HRID 359025

Reaktionsgleichung

Reaktionsgleichung von HRID 359025
Cl.[C:2]1([NH:8][NH2:9])[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[F:10][C:11]1[CH:19]=[C:18]([F:20])[CH:17]=[CH:16][C:12]=1[C:13](Cl)=[O:14].O>N1C=CC=CC=1>[C:2]1([NH:8][NH:9][C:13](=[O:14])[C:12]2[CH:16]=[CH:17][C:18]([F:20])=[CH:19][C:11]=2[F:10])[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

Komponenten

5

Edukt 3

HCID 962WaterHCID 60962Phenylhydrazine hydrochlorideHCID 5880812,4-Difluorobenzoyl chloride

Produkt 1

HCID 151170482,4-Difluorobenzoic acid, 2-phenylhydrazideAusbeute 79 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 1049PyridineLösungsmittel

Versuchsvorschrift

To a stirred mixture, under nitrogen, of 72.3 g of phenylhydrazine hydrochloride in 600 ml of pyridine, cooled in an ice bath, was added, dropwise, 97.1 g of 2,4-difluorobenzoyl chloride, such that the reaction temperature did not exceed 15° C. The reaction mixture was stirred at ambient temperature for about 16 hours. Dilution of the mixture with water formed a precipitate which was collected, dried, and recrystallized from ethyl acetate to yield 98 g (79%) of 2,4-difluorobenzoic acid, 2-phenylhydrazide. Subsequent recrystallization from ethyl acetate afforded the analytical sample, m.p. 171°-173° C.

Aufarbeitung

  1. additionwas added
  2. customdid not exceed 15° C
  3. customwas collected
  4. customdried
  5. customrecrystallized from ethyl acetate

Quellen und Nachweise

ORD-Eintrag
ord-c0f64bbe47aa4159b6fa259bfb36c1c4
Quelldatensatz
uspto-grants-1991_03
Patentnummer
US04999356

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