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Sodium Hydroxide → N'-t-butyl-N-isonicotinyl-N'-benzoylhydrazine

HRID 21654
Notes
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Reaction equation

HRID 21654 reaction equation
[C:1]([N:5]([C:7](=[O:14])[C:8]1[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=1)[NH2:6])([CH3:4])([CH3:3])[CH3:2].[OH-].[Na+].Cl.[CH2:18](Cl)[C:19]1[CH:24]=[CH:23][N:22]=[CH:21][CH:20]=1>C1(C)C=CC=CC=1>[C:1]([N:5]([C:7](=[O:14])[C:8]1[CH:9]=[CH:10][CH:11]=[CH:12][CH:13]=1)[NH:6][CH2:18][C:19]1[CH:24]=[CH:23][N:22]=[CH:21][CH:20]=1)([CH3:4])([CH3:2])[CH3:3]
ParticipantsConditionsProcedureWorkupSources & evidenceReaction notes

Participants

5

Reactant 3

HCID 14798Sodium HydroxideHCID 745704-(Chloromethyl)pyridinium chlorideHCID 1275961N-(tert-butyl)benzohydrazide

Product 1

HCID 53730014N'-t-butyl-N-isonicotinyl-N'-benzoylhydrazine

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Conditions

Temperature
23 °C

Procedure

A solution of N'-t-butyl-N'-benzoylhydrazine (0.5 g, 0.00026 mol) in 10 ml of toluene was treated with 50% sodium hydroxide (0.6 g) followed by isonicotinyl chloride hydrochloride (0.47 g, 0.0026 mol). The mixture was stirred at 23° C. overnight. The solids were removed by filtration and washed with water followed by ether to afford N'-t-butyl-N-isonicotinyl-N'-benzoylhydrazine.

Workup

  1. customThe solids were removed by filtration
  2. washwashed with water

Sources & evidence

ORD record
ord-018de437086b4f2aafc2c6b42d5289d0
Source dataset
uspto-grants-1995_06
DOI
10.6084/m9.figshare.5104873.v1
Patent number
US05424333

Reaction notes

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On this pageParticipantsConditionsProcedureWorkupSources & evidenceReaction notes