Benzoyl chloride → N'-t-butyl-N-(2-pyridinecarbonyl)-N'-benzoylhydrazine

HRID 849772Notes

Reaction equation

HRID 849772 reaction equation
[C:1]([NH:5][NH:6][C:7]([C:9]1[CH:14]=[CH:13][CH:12]=[CH:11][N:10]=1)=[O:8])([CH3:4])([CH3:3])[CH3:2].[OH-].[Na+].[C:17](Cl)(=[O:24])[C:18]1[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=1>C1(C)C=CC=CC=1>[C:1]([N:5]([C:17](=[O:24])[C:18]1[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=1)[NH:6][C:7]([C:9]1[CH:14]=[CH:13][CH:12]=[CH:11][N:10]=1)=[O:8])([CH3:4])([CH3:2])[CH3:3]

Participants

5

Reactant 3

HCID 7412Benzoyl chlorideHCID 14798Sodium HydroxideHCID 15767542N'-t-butyl-N-(2-pyridinecarbonyl)hydrazine

Product 1

HCID 15767541N'-t-butyl-N-(2-pyridinecarbonyl)-N'-benzoylhydrazine

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Procedure

A solution of N'-t-butyl-N-(2-pyridinecarbonyl)-hydrazine (1.0 g, 0.00518 mol) in 20 ml of toluene at 23° C. was treated sequentially with 50% sodium hydroxide (1.3 g) and benzoyl chloride (0.728 g). The mixture was stirred overnight. The solids were removed by filtration and washed with water to afford N'-t-butyl-N-(2-pyridinecarbonyl)-N'-benzoylhydrazine.

Workup

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

Sources & evidence

ORD record
ord-51f2435e3b72486fba8f988f8e25bf34
Source dataset
uspto-grants-2000_01
Patent number
US06013836

Reaction notes

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