Ethanol → N'-[1-(Pyridin-2-yl)ethylidene]benzohydrazide

HRID 1493686Notes

Reaction equation

HRID 1493686 reaction equation
[C:1]([NH:9][NH2:10])(=[O:8])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[C:11]([C:14]1[CH:19]=[CH:18][CH:17]=[CH:16][N:15]=1)(=O)[CH3:12].C(O)C>O1CCOCC1>[N:15]1[CH:16]=[CH:17][CH:18]=[CH:19][C:14]=1[C:11](=[N:10][NH:9][C:1](=[O:8])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1)[CH3:12]

Participants

5

Reactant 3

HCID 702EthanolHCID 11955BenzoylhydrazineHCID 142862-Acetylpyridine

Product 1

HCID 1072163N'-[1-(Pyridin-2-yl)ethylidene]benzohydrazideYield 64%

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent

Procedure

A mixture of 6.81 gm (0.05 mole) of benzhydrazide, 6.06 gm (0.05 mole) of 2-acetylpyridine and 100 ml of ethanol is stirred at reflux 2 hr. Then sufficient dioxane is added to the boiling mixture to furnish a solution. The hot solution is filtered. The filtrate is diluted to the cloud point with water, cooled to room temperature, and then chilled in the refrigerator. The product is collected and dried to yield 7.61 gm (64%) of the title compound having a melting point of 151.6° C.

Workup

  1. temperatureat reflux 2 hr
  2. customto furnish a solution
  3. filtrationThe hot solution is filtered
  4. additionThe filtrate is diluted to the cloud point with water
  5. temperaturechilled in the refrigerator
  6. customThe product is collected
  7. customdried

Sources & evidence

ORD record
ord-74c2e0002ae14275a41098f9debcca1d
Source dataset
uspto-grants-1991_06
Patent number
US05023334

Reaction notes

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