Acetic Acid → 3-hydroxy-N'-phenylnaphthalene-2-carbohydrazide
Reaction equation
[OH:1][C:2]1[C:3]([C:12]([NH:14][NH2:15])=[O:13])=[CH:4][C:5]2[C:10]([CH:11]=1)=[CH:9][CH:8]=[CH:7][CH:6]=2.C([O-])(=O)C.[Na+].C(O)(=O)C.[C:25](Cl)(=[O:32])[C:26]1[CH:31]=[CH:30][CH:29]=[CH:28][CH:27]=1>O>[OH:1][C:2]1[C:3]([C:12]([NH:14][NH:15][C:25](=[O:32])[C:26]2[CH:31]=[CH:30][CH:29]=[CH:28][CH:27]=2)=[O:13])=[CH:4][C:5]2[C:10]([CH:11]=1)=[CH:9][CH:8]=[CH:7][CH:6]=2Participants
6
Reactant 4
Product 1
Reagents, catalysts & solvents 1
Conditions
- Temperature
- 30 °C
Procedure
A four neck flask (1 liter) equipped with a thermometer and a stirrer was charged with 60.6 g (0.3 mol) of 3-hydroxy-2-naphthohydrazide, 36.9 g (0.45 mol) of sodium acetate and 800 ml of acetic acid and heated to 30° C. Dropwise added thereto was 50.6 g (0.36 mol) of benzoyl chloride in one hour while stirring, and stirring was continued at 30° C. for one hour. After finishing the reaction, the reaction liquid was added to 1.5 liter of deionized water and crystal was filtered off. After washing sufficiently the crystal with 1 liter of deionized water and 500 ml of methanol, it was dried under reduced pressure to obtain slightly brown crystal.
Workup
- customA four neck flask (1 liter) equipped with a thermometer and a stirrer
- additionDropwise added
- customin one hour
- stirringstirring
- customthe reaction
- customthe reaction liquid
- filtrationwas filtered off
- washAfter washing sufficiently the crystal with 1 liter of deionized water and 500 ml of methanol, it
- customwas dried under reduced pressure
- customto obtain slightly brown crystal
Sources & evidence
- ORD record
- ord-0a0b2cc66ebc4bedbb9c1a7faad92166
- Source dataset
- uspto-grants-2002_04
- Patent number
- US06380288B1
Reaction notes
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