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

HRID 1085957Notes

Reaction equation

HRID 1085957 reaction equation
[C:1]([C:4]1[CH:9]=[CH:8][N:7]=[CH:6][CH:5]=1)(=O)[CH3:2].[F:10][C:11]([F:23])([F:22])[C:12]1[CH:21]=[CH:20][C:15]([C:16]([NH:18][NH2:19])=[O:17])=[CH:14][CH:13]=1>C(O)C>[N:7]1[CH:8]=[CH:9][C:4]([C:1](=[N:19][NH:18][C:16](=[O:17])[C:15]2[CH:14]=[CH:13][C:12]([C:11]([F:10])([F:23])[F:22])=[CH:21][CH:20]=2)[CH3:2])=[CH:5][CH:6]=1

Participants

4

Reactant 2

HCID 142824-AcetylpyridineHCID 5206624-(Trifluoromethyl)benzohydrazide

Product 1

HCID 538678224-Trifluoromethylbenzoic acid [1-(4pyridinyl)ethylidene]hydrazideYield 84%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

A mixture of 2.97 gm (0.0245 mole) of 4-acetylpyridine, 5.0 gm (0.0245 mole) of 4-trifluoromethylbenzhydrazide and 100 ml of absolute ethanol is refluxed for 6 hr. The hot solution is filtered. The filtrate is diluted with water to the cloud point, cooled to room temperature and chilled. The crystals which separate are collected, washed with water and dried to yield 6.29 gm (84%) of the title compound having a melting point of 198.4° C.

Workup

  1. temperatureis refluxed for 6 hr
  2. filtrationThe hot solution is filtered
  3. additionThe filtrate is diluted with water to the cloud point
  4. temperaturechilled
  5. customThe crystals which separate
  6. customare collected
  7. washwashed with water
  8. customdried

Sources & evidence

ORD record
ord-fa282594d35946fd91d63e933799e28c
Source dataset
uspto-grants-1991_04
Patent number
US05011932

Reaction notes

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