Ethanol → Cyclohexanecarboxylic acid [1-(4-pyridinyl)ethylidene]hydrazide 1-oxide

HRID 1085965

Reaction equation

HRID 1085965 reaction equation
[C:1]([C:4]1[CH:9]=[CH:8][N+:7]([O-])=[CH:6][CH:5]=1)(=O)[CH3:2].[CH:11]1([C:17]([NH:19][NH2:20])=[O:18])[CH2:16][CH2:15][CH2:14][CH2:13][CH2:12]1.C([OH:23])C>>[N:7]1[CH:8]=[CH:9][C:4]([C:1](=[N:20][NH+:19]([O-:23])[C:17]([CH:11]2[CH2:16][CH2:15][CH2:14][CH2:13][CH2:12]2)=[O:18])[CH3:2])=[CH:5][CH:6]=1

Participants

4

Reactant 3

HCID 702EthanolHCID 240039CyclohexanecarbohydrazideHCID 3375424-Acetylpyridine-N-oxide

Product 1

HCID 131716839Cyclohexanecarboxylic acid [1-(4-pyridinyl)ethylidene]hydrazide 1-oxideYield 79%

Procedure

A mixture of 5.48 gm (0.04 mole) of 4-acetylpyridine 1-oxide, 5.68 gm (0.04 mole) of cyclohexanecarboxylic acid hydrazide and 100 ml of absolute ethanol is refluxed 4 hours. The reaction mixture is concentrated in vacuo to dryness to give a solid. The solid is crystallized from isopropanol to furnish 8.20 gm (79%) of the title compound; mp 245.3°.

Workup

  1. temperatureis refluxed 4 hours
  2. concentrationThe reaction mixture is concentrated in vacuo to dryness
  3. customto give a solid
  4. customThe solid is crystallized from isopropanol

Sources & evidence

ORD record
ord-e37785571cf846a5940fdfd5549a2bd4
Source dataset
uspto-grants-1991_04
Patent number
US05011932

Linked notes

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