2-Fluorobenzoyl chloride → 2-Fluorobenzoic acid, 2-(4-(trifluoromethyl)phenyl)hydrazide

HRID 655024

Reaktionsgleichung

Reaktionsgleichung von HRID 655024
[F:1][C:2]([F:12])([F:11])[C:3]1[CH:8]=[CH:7][C:6]([NH:9][NH2:10])=[CH:5][CH:4]=1.[F:13][C:14]1[CH:22]=[CH:21][CH:20]=[CH:19][C:15]=1[C:16](Cl)=[O:17]>N1C=CC=CC=1>[F:1][C:2]([F:11])([F:12])[C:3]1[CH:4]=[CH:5][C:6]([NH:9][NH:10][C:16](=[O:17])[C:15]2[CH:19]=[CH:20][CH:21]=[CH:22][C:14]=2[F:13])=[CH:7][CH:8]=1

Komponenten

4

Edukt 2

HCID 98082-Fluorobenzoyl chlorideHCID 1362004-(Trifluoromethyl)phenylhydrazine

Produkt 1

HCID 151170472-Fluorobenzoic acid, 2-(4-(trifluoromethyl)phenyl)hydrazideAusbeute 85 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 1049PyridineLösungsmittel

Versuchsvorschrift

To a stirred solution of 75.0 g of 4-(trifluoromethyl)phenylhydrazine in 500 ml of dry pyridine, cooled in an ice bath, was added dropwise, under nitrogen, 79.1 g of 2-fluorobenzoyl chloride. Upon completion of the addition, the ice bath was removed and the reaction mixture stirred at ambient temperature for 4 hours. The mixture was poured into water and a precipitate formed. Recrystallization of the precipitate from isopropyl alcohol-water, gave 108 g (84%) of 2-fluorobenzoic acid, 2-(4-(trifluoromethyl)phenyl)hydrazide as a solid. Subsequent recrystallization from isopropyl alcohol-water gave the analytical sample, mp 163°-165°.

Aufarbeitung

  1. additionwas added dropwise, under nitrogen
  2. additionUpon completion of the addition
  3. customthe ice bath was removed
  4. additionThe mixture was poured into water
  5. customa precipitate formed
  6. customRecrystallization of the precipitate from isopropyl alcohol-water

Quellen und Nachweise

ORD-Eintrag
ord-2db86094d7f44e58ba261527496faae0
Quelldatensatz
uspto-grants-1992_07
Patentnummer
US05134236

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