Toluene → N-t-butoxycarbonyl-N'-benzoyl-N'-t-butylhydrazine

HRID 849778Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 849778
[C:1]([NH:5][NH:6][C:7]([O:9][C:10]([CH3:13])([CH3:12])[CH3:11])=[O:8])([CH3:4])([CH3:3])[CH3:2].[OH-:14].[Na+].[C:16]1([CH3:22])[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=1>O.C(Cl)(=O)C1C=CC=CC=1>[C:10]([O:9][C:7]([NH:6][N:5]([C:22](=[O:14])[C:16]1[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=1)[C:1]([CH3:4])([CH3:3])[CH3:2])=[O:8])([CH3:13])([CH3:12])[CH3:11]

Komponenten

6

Edukt 3

HCID 1140TolueneHCID 14798Sodium HydroxideHCID 3771477N'-t-Butyl(tert-butoxy)carbohydrazide

Produkt 1

HCID 15767552N-t-butoxycarbonyl-N'-benzoyl-N'-t-butylhydrazine

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 962WaterLösungsmittelHCID 7412Benzoyl chlorideLösungsmittel

Versuchsvorschrift

A mechanically stirred solution of N'-t-butyl-N-t-butoxycarbonylhydrazine (61 g, 0.32 mol) in toluene (120 ml) cooled in an ice bath, was treated dropwise and simultaneously with 50% sodium hydroxide (31 g) in water (50 ml) and benzoyl chloride (45 g). The addition was complete in 20 minutes and the resulting mixture was warmed to room temperature and allowed to stir for one hour. The resulting white solid was filtered, washed with water and air dried to afford 94 g of N-t-butoxycarbonyl-N'-benzoyl-N'-t-butylhydrazine, mp. 167-170° C.

Aufarbeitung

  1. additionThe addition
  2. filtrationThe resulting white solid was filtered
  3. washwashed with water and air
  4. customdried

Quellen und Nachweise

ORD-Eintrag
ord-83191b60f1b747b0b951423d552e9e99
Quelldatensatz
uspto-grants-2000_01
Patentnummer
US06013836

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