Water → 2-Fluorobenzoic acid, 2-(2-chlorophenyl)hydrazide

HRID 359012

Reaktionsgleichung

Reaktionsgleichung von HRID 359012
Cl.[Cl:2][C:3]1[CH:8]=[CH:7][CH:6]=[CH:5][C:4]=1[NH:9][NH2:10].[F:11][C:12]1[CH:20]=[CH:19][CH:18]=[CH:17][C:13]=1[C:14](Cl)=[O:15].O>N1C=CC=CC=1>[Cl:2][C:3]1[CH:8]=[CH:7][CH:6]=[CH:5][C:4]=1[NH:9][NH:10][C:14](=[O:15])[C:13]1[CH:17]=[CH:18][CH:19]=[CH:20][C:12]=1[F:11]

Komponenten

5

Edukt 3

HCID 962WaterHCID 98082-Fluorobenzoyl chlorideHCID 4432872-Chlorophenylhydrazine hydrochloride

Produkt 1

HCID 151170462-Fluorobenzoic acid, 2-(2-chlorophenyl)hydrazideAusbeute 60 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 1049PyridineLösungsmittel

Versuchsvorschrift

To a stirred solution, under nitrogen, of 89.5 g of 2-chlorophenylhydrazine hydrochloride in 600 ml of pyridine, cooled in an ice bath, was added, dropwise, 87.2 g of 2-fluorobenzoyl chloride, such that the reaction temperature did not exceed 15° C. The reaction mixture was stirred at ambient temperature for 16 hours and then poured into water. Crystallization of the resultant oil was induced by scratching. Recrystallization from toluene yielded 65.7 g (60%) of 2-fluorobenzoic acid, 2-(2-chlorophenyl)hydrazide, m.p. 105°-107° C.

Aufarbeitung

  1. additionwas added
  2. customdid not exceed 15° C
  3. customCrystallization of the resultant oil
  4. customRecrystallization from toluene

Quellen und Nachweise

ORD-Eintrag
ord-c055e426b543489bb91f7bdb5280d29a
Quelldatensatz
uspto-grants-1991_03
Patentnummer
US04999356

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