4-Acetylpyridine → Cyclobutanecarboxylic acid [1-(4-pyridinyl)ethylidene]hydrazide

HRID 1493712Notes

Reaction equation

HRID 1493712 reaction equation
[C:1]([C:4]1[CH:9]=[CH:8][N:7]=[CH:6][CH:5]=1)(=O)[CH3:2].[CH:10]1([C:14]([NH:16][NH2:17])=[O:15])[CH2:13][CH2:12][CH2:11]1>C(O)C>[N:7]1[CH:8]=[CH:9][C:4]([C:1](=[N:17][NH:16][C:14]([CH:10]2[CH2:13][CH2:12][CH2:11]2)=[O:15])[CH3:2])=[CH:5][CH:6]=1

Participants

4

Reactant 2

HCID 142824-AcetylpyridineHCID 969366Cyclobutanecarbohydrazide

Product 1

HCID 54267191Cyclobutanecarboxylic acid [1-(4-pyridinyl)ethylidene]hydrazideYield 27%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

A mixture of 6.06 gm (0.05 mole) of 4-acetylpyridine, 5.7 gm (0.05 mole) of cyclobutanecarboxylic acid hydrazide, and 100 ml of absolute ethanol is refluxed 5 hours. The reaction mixture is evaporated in vacuo to give a solid. The product is crystallized from ethanol/ethylacetate/diethylether to give 2.92 gm (27%) of the title compound; mp 138.6°.

Workup

  1. temperatureis refluxed 5 hours
  2. customThe reaction mixture is evaporated in vacuo
  3. customto give a solid
  4. customThe product is crystallized from ethanol/ethylacetate/diethylether

Sources & evidence

ORD record
ord-aa8c471381b04c588985e609dd9c7b50
Source dataset
uspto-grants-1991_06
Patent number
US05023334

Reaction notes

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