Sodium Hydroxide → N'-t-butyl-N-(2-pyridinecarbonyl)-N'-(2-bromobenzoyl)hydrazine

HRID 21647

Reaktionsgleichung

Reaktionsgleichung von HRID 21647
[OH-].[Na+].[C:3]([NH:7][NH:8][C:9]([C:11]1[CH:16]=[CH:15][CH:14]=[CH:13][N:12]=1)=[O:10])([CH3:6])([CH3:5])[CH3:4].[Br:17][C:18]1[CH:26]=[CH:25][CH:24]=[CH:23][C:19]=1[C:20](Cl)=[O:21]>C1(C)C=CC=CC=1>[C:3]([N:7]([C:20](=[O:21])[C:19]1[CH:23]=[CH:24][CH:25]=[CH:26][C:18]=1[Br:17])[NH:8][C:9]([C:11]1[CH:16]=[CH:15][CH:14]=[CH:13][N:12]=1)=[O:10])([CH3:6])([CH3:4])[CH3:5]

Komponenten

5

Edukt 3

HCID 14798Sodium HydroxideHCID 235422-Bromobenzoyl chlorideHCID 15767542N'-t-butyl-N-(2-pyridinecarbonyl)hydrazine

Produkt 1

HCID 15767545N'-t-butyl-N-(2-pyridinecarbonyl)-N'-(2-bromobenzoyl)hydrazineAusbeute 49,3 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 1140TolueneLösungsmittel

Reaktionsbedingungen

Temperatur
23 °C

Versuchsvorschrift

An aqueous solution of sodium hydroxide (1.24 g of 50% NaOH diluted with 5 ml of water) was added to a solution of N'-t-butyl-N-(2-pyridinecarbonyl)hydrazine (1.0 g, 0.00518 mol) in 20 ml of toluene at 23° C. The mixture was cooled and treated with 2-bromobenzoyl chloride (1.137 g, 0.00518 mol). The mixture was then stirred at 23° C. overnight. The solids were removed by filtration, washed with water and dried to afford 0.96 g of N'-t-butyl-N-(2-pyridinecarbonyl)-N'-(2-bromobenzoyl)hydrazine as a white solid: m.p. 179°-180° C.

Aufarbeitung

  1. temperatureThe mixture was cooled
  2. customThe solids were removed by filtration
  3. washwashed with water
  4. customdried

Quellen und Nachweise

ORD-Eintrag
ord-0f307f2f5ef948bcadb70ac44f63307b
Quelldatensatz
uspto-grants-1995_06
Patentnummer
US05424333

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