Hydrazine hydrate (1:1) → 4-Fluorobenzohydrazide

HRID 1982489Notes

Reaction equation

HRID 1982489 reaction equation
[F:1][C:2]1[CH:12]=[CH:11][C:5]([C:6](OCC)=[O:7])=[CH:4][CH:3]=1.O.[NH2:14][NH2:15]>CCOCC>[F:1][C:2]1[CH:12]=[CH:11][C:5]([C:6]([NH:14][NH2:15])=[O:7])=[CH:4][CH:3]=1

Participants

4

Reactant 2

HCID 24654Hydrazine hydrate (1:1)HCID 67976Benzoic acid, 4-fluoro-, ethyl ester

Product 1

HCID 99724-Fluorobenzohydrazide

Reagents, catalysts & solvents 1

HCID 3283Diethyl EtherSolvent

Procedure

The p-fluorobenzoic acid hydrazide is prepared as follows. Ethyl p-fluorobenzoate (8.4 g) is refluxed with hydrazine hydrate (3.75 g) for 3 hours. The mixture is then cooled, ether is added and the precipitate of p-fluorobenzoic acid hydrazide (3.2 g) is removed by filtration, washed with ether and desiccated, m.p. 149°-151° C.

Workup

  1. temperatureThe mixture is then cooled
  2. customthe precipitate of p-fluorobenzoic acid hydrazide (3.2 g) is removed by filtration
  3. washwashed with ether

Sources & evidence

ORD record
ord-5a248dccbf5a412ea04afecc81c301fe
Source dataset
uspto-grants-1986_06
Patent number
US04596823

Reaction notes

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