Hydrochloric Acid → {2-[4-(Trifluoromethyl)phenyl]hydrazinylidene}acetic acid

HRID 129163

Reaction equation

HRID 129163 reaction equation
[F:1][C:2]([F:12])([F:11])[C:3]1[CH:8]=[CH:7][C:6]([NH:9][NH2:10])=[CH:5][CH:4]=1.Cl.O.[C:15]([OH:19])(=[O:18])[CH:16]=O>O>[F:1][C:2]([F:11])([F:12])[C:3]1[CH:4]=[CH:5][C:6]([NH:9][N:10]=[CH:16][C:15]([OH:19])=[O:18])=[CH:7][CH:8]=1

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 1362004-(Trifluoromethyl)phenylhydrazineHCID 15620607Glyoxylic acid, monohydrate

Product 1

HCID 69587423{2-[4-(Trifluoromethyl)phenyl]hydrazinylidene}acetic acidYield 95%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

To a mixture of 5.0 g of 4-(trifluoromethyl)phenylhydrazine (28.4 mmol), 31 ml of water and 3.1 ml of concentrated hydrochloric acid was added 2.9 g of glyoxylic acid-hydrate (31.4 mmol), and the mixture was stirred for one hour at room temperature. The precipitates thus separated out was collected by filtration, washed with water and dried over phosphorus pentoxide to give 6.26 g of 4-(trifluoromethyl)phenylhydrazonoacetic acid (95%) as a pale yellow powder.

Workup

  1. customThe precipitates thus
  2. customseparated out
  3. filtrationwas collected by filtration
  4. washwashed with water
  5. dry with materialdried over phosphorus pentoxide

Sources & evidence

ORD record
ord-4e10d66f2d2048fa892f7bfb5cdb5d3a
Source dataset
uspto-grants-1995_11
Patent number
US05466820

Linked notes

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