Water → N'-t-butyl-N-benzoyl-N'-(2-furoyl)hydrazine

HRID 21655

Reaction equation

HRID 21655 reaction equation
[C:1]([NH:5][NH:6][C:7](=[O:14])[C:8]1[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=1)([CH3:4])([CH3:3])[CH3:2].O.[OH-].[Na+].[O:18]1[CH:22]=[CH:21][CH:20]=[C:19]1[C:23](Cl)=[O:24]>C1(C)C=CC=CC=1>[C:1]([N:5]([C:23]([C:19]1[O:18][CH:22]=[CH:21][CH:20]=1)=[O:24])[NH:6][C:7](=[O:14])[C:8]1[CH:9]=[CH:10][CH:11]=[CH:12][CH:13]=1)([CH3:4])([CH3:2])[CH3:3]

Participants

6

Reactant 4

HCID 962WaterHCID 14798Sodium HydroxideHCID 682422-Furancarbonyl chloride2×HCID 299436N'-tert-butylbenzohydrazide

Product 1

HCID 15452001N'-t-butyl-N-benzoyl-N'-(2-furoyl)hydrazine

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Procedure

N'-t-butyl-N-benzoylhydrazine (1 g) was dissolved in 20 ml toluene. Water (5 ml) and 50% aqueous sodium hydroxide (1.25 g) was added followed by 2-furoylchloride (0.68 g). After stirring for 7 hours at room temperature, 0.3 g 2-furoylchloride was added and the mixture stirred for a further 6 hours. The solid product, N'-t-butyl-N-benzoyl-N'-(2-furoyl)hydrazine, was removed by filtration and washed with water: m.p. 155°-175° C.

Workup

  1. stirringthe mixture stirred for a further 6 hours
  2. customThe solid product, N'-t-butyl-N-benzoyl-N'-(2-furoyl)hydrazine, was removed by filtration
  3. washwashed with water

Sources & evidence

ORD record
ord-a5f6da82b7744361828597edda83ca54
Source dataset
uspto-grants-1995_06
Patent number
US05424333

Linked notes

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