Phenylhydrazine → p-Isopropylbenzoic acid phenylhydrazide

HRID 328530

Reaktionsgleichung

Reaktionsgleichung von HRID 328530
[C:1]1([NH:7][NH2:8])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[CH:9]([C:12]1[CH:20]=[CH:19][C:15]([C:16](Cl)=[O:17])=[CH:14][CH:13]=1)([CH3:11])[CH3:10]>N1C=CC=CC=1>[C:1]1([N:7]([C:16](=[O:17])[C:15]2[CH:19]=[CH:20][C:12]([CH:9]([CH3:10])[CH3:11])=[CH:13][CH:14]=2)[NH2:8])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1

Komponenten

4

Edukt 2

HCID 7516PhenylhydrazineHCID 27594864-Isopropylbenzoyl chloride

Produkt 1

HCID 53913257p-Isopropylbenzoic acid phenylhydrazideAusbeute 84,8 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 1049PyridineLösungsmittel

Versuchsvorschrift

To a solution of 35.0 g. (0.323 mole) phenylhydrazine in 300 ml. pyridine, cooled to about 5° to 8° C., was added 54.8 g. (0.30 mole) p-isopropylbenzoyl chloride. This reaction mixture was set aside for 37 hrs. at about 25° C. The mixture was then poured into 1500 ml. ice-water and the solids that separated were collected on a filter and washed with water. After recrystallization from 850 ml. ethanol, there was obtained 64.7 g. (84.8% yield) of p-isopropylbenzoic acid phenylhydrazide melting at 198° to 201° C. An analytical sample melting at 200.5° to 202.5° C. was obtained after to recrystallizations from ethanol.

Aufarbeitung

  1. additionwas added 54.8 g
  2. customat about 25° C
  3. additionThe mixture was then poured into 1500 ml
  4. customice-water and the solids that separated
  5. customwere collected on
  6. filtrationa filter
  7. washwashed with water
  8. customAfter recrystallization from 850 ml
  9. customethanol, there was obtained 64.7 g

Quellen und Nachweise

ORD-Eintrag
ord-f60ca0d912534bd7acb5bd324684a19f
Quelldatensatz
uspto-grants-1977_04
Patentnummer
US04017540

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