Benzoyl chloride → N'-tert-butylbenzohydrazide

HRID 21639

Reaktionsgleichung

Reaktionsgleichung von HRID 21639
Cl.[C:2]([NH:6][NH2:7])([CH3:5])([CH3:4])[CH3:3].[OH-].[Na+].[C:10](Cl)(=[O:17])[C:11]1[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=1>C1(C)C=CC=CC=1>[C:2]([NH:6][NH:7][C:10](=[O:17])[C:11]1[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=1)([CH3:5])([CH3:4])[CH3:3]

Komponenten

5

Edukt 3

HCID 7412Benzoyl chlorideHCID 14798Sodium Hydroxide2×HCID 81889tert-Butylhydrazine monohydrochloride

Produkt 1

HCID 299436N'-tert-butylbenzohydrazide

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 1140TolueneLösungsmittel2×

Reaktionsbedingungen

Temperatur
5 °C

Versuchsvorschrift

To a stirred suspension of t-butylhydrazine hydrochloride (1 g, 0.008 M) in toluene (30 ml) at room temperature was added dropwise a 50% aqueous solution of sodium hydroxide (0.64 g, 0.008M). After 15 minutes, the reaction mixture was cooled to 5° C. and a solution of benzoyl chloride (1.12 g, 0.008M) in toluene (5 ml) and a solution of aqueous 50% sodium hydroxide (0.64 g, 0.008M) were added dropwise and simultaneously from separate addition funnels while maintaining the temperature at or below 10° C. Following the addition, the reaction mixture was warmed to room temperature and stirred for 1 hour. The reaction was diluted with hexane and the solid N'-t-butyl-N-benzoylhydrazine was isolated by filtration.

Aufarbeitung

  1. customsimultaneously from separate
  2. additionaddition funnels
  3. temperaturewhile maintaining the temperature at or below 10° C
  4. additionthe addition
  5. temperaturethe reaction mixture was warmed to room temperature
  6. additionThe reaction was diluted with hexane

Quellen und Nachweise

ORD-Eintrag
ord-7509a442324e479ba7241637f1832f75
Quelldatensatz
uspto-grants-1995_06
Patentnummer
US05424333

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