Acetic Acid → N'-benzoyl-2-hydroxybenzohydrazide

HRID 844400

Reaction equation

HRID 844400 reaction equation
[C:1]([NH:10][NH2:11])(=[O:9])[C:2]1[C:3](=[CH:5][CH:6]=[CH:7][CH:8]=1)[OH:4].C([O-])(=O)C.[Na+].C(O)(=O)C.[C:21](Cl)(=[O:28])[C:22]1[CH:27]=[CH:26][CH:25]=[CH:24][CH:23]=1>O>[C:21]([NH:11][NH:10][C:1](=[O:9])[C:2]1[C:3](=[CH:5][CH:6]=[CH:7][CH:8]=1)[OH:4])(=[O:28])[C:22]1[CH:27]=[CH:26][CH:25]=[CH:24][CH:23]=1

Participants

6

Reactant 4

HCID 176Acetic AcidHCID 7412Benzoyl chlorideHCID 13637Salicylic acid, hydrazideHCID 517045Sodium Acetate

Product 1

HCID 314231N'-benzoyl-2-hydroxybenzohydrazide

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

A four neck flask (1 liter) equipped with a thermometer and a stirrer was charged with 60.8 g (0.4 mol) of salicylohydrazide, 49.2 g (0.6 mol) of sodium acetate and 700 ml of acetic acid. Dropwise added thereto was 67.4 g (0.48 mol) of benzoyl chloride in one hour while stirring, and stirring was continued at room temperature (20° C.) for 3 hours. After finishing the reaction, 1.5 liter of deionized water was added and crystal was filtered off. After washing sufficiently the crystal with 500 ml of methanol, it was dried under reduced pressure to obtain slightly brown crystal.

Workup

  1. customA four neck flask (1 liter) equipped with a thermometer and a stirrer
  2. additionDropwise added
  3. customin one hour
  4. stirringstirring
  5. customwas continued at room temperature
  6. custom(20° C.)
  7. customfor 3 hours
  8. additionwas added
  9. filtrationcrystal was filtered off
  10. washAfter washing sufficiently the crystal with 500 ml of methanol, it
  11. customwas dried under reduced pressure
  12. customto obtain slightly brown crystal

Sources & evidence

ORD record
ord-b58a28837d2047a686fd6633db9a6adb
Source dataset
uspto-grants-2002_04
Patent number
US06380288B1

Linked notes

Loading…