Water → HCID 795270, compound

HRID 359005Notes

Reaction equation

HRID 359005 reaction equation
[C:1]1([NH:7][NH2:8])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[F:9][C:10]1[CH:18]=[CH:17][CH:16]=[CH:15][C:11]=1[C:12](Cl)=[O:13].O>N1C=CC=CC=1>[C:1]1([NH:7][NH:8][C:12](=[O:13])[C:11]2[CH:15]=[CH:16][CH:17]=[CH:18][C:10]=2[F:9])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1

Participants

5

Reactant 3

HCID 962WaterHCID 7516PhenylhydrazineHCID 98082-Fluorobenzoyl chloride

Product 1

HCID 795270HCID 795270, compoundYield 77.5%

Reagents, catalysts & solvents 1

HCID 1049PyridineSolvent

Procedure

To a stirred solution of 50.0 g of phenylhydrazine in 280 ml of dry pyridine, cooled to about 5° was added, dropwise, 80.0 g of o-fluorobenzoyl chloride. After coming to ambient temperature, the reaction mixture was stirred for about 2 hours, and then poured into water. The resultant precipitate was recrystallized from toluene to yield 82 g (77.5%) of 2-fluorobenzoic acid, 2-phenylhydrazide.

Workup

  1. additionwas added
  2. customAfter coming to ambient temperature
  3. customThe resultant precipitate was recrystallized from toluene

Sources & evidence

ORD record
ord-4fc2bca338a648b3a51a6150dbdde9ac
Source dataset
uspto-grants-1991_03
Patent number
US04999356

Reaction notes

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