Benzoic acid, 2-hydrazinyl-, hydrochloride (1:1) → 2-Hydrazinobenzoic acid

HRID 2371906Notes

Reaction equation

HRID 2371906 reaction equation
C([O-])(=O)C.[Na+].Cl.[NH:7]([C:9]1[CH:17]=[CH:16][CH:15]=[CH:14][C:10]=1[C:11]([OH:13])=[O:12])[NH2:8]>O>[NH:7]([C:9]1[CH:17]=[CH:16][CH:15]=[CH:14][C:10]=1[C:11]([OH:13])=[O:12])[NH2:8]

Participants

4

Reactant 2

HCID 104169Benzoic acid, 2-hydrazinyl-, hydrochloride (1:1)HCID 517045Sodium Acetate

Product 1

HCID 792232-Hydrazinobenzoic acidYield 75%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent2×

Procedure

A solution of sodium acetate (21.7 g, 0.265 mol) in water (80 mL) is added to a solution of 2-hydrazinobenzoic acid hydrochloride (Aldrich, 50 g, 0.265 mol) in water (1500 mL), resulting in the formation of a thick precipitate. This mixture is refrigerated for three hours, filtered, washed with water (2×50 mL) and ethanol (1×100 mL) and dried under vacuum to give the free acid in 75% yield.

Workup

  1. customresulting in the formation of a thick precipitate
  2. filtrationfiltered
  3. washwashed with water (2×50 mL) and ethanol (1×100 mL)
  4. customdried under vacuum
  5. customto give the free acid in 75% yield

Sources & evidence

ORD record
ord-f707e338c7204b34935c1c6b2bc408b9
Source dataset
uspto-grants-1992_03
Patent number
US05096911

Reaction notes

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