Benzoyl chloride → Benzoic acid, 2-phenylhydrazide

HRID 844399Notes

Reaction equation

HRID 844399 reaction equation
[C:1]1([NH:7][NH2:8])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[C:9](Cl)(=[O:16])[C:10]1[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=1>CCOCC>[C:9]([NH:8][NH:7][C:1]1[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1)(=[O:16])[C:10]1[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=1

Participants

4

Reactant 2

HCID 7412Benzoyl chlorideHCID 7516Phenylhydrazine

Product 1

HCID 10774Benzoic acid, 2-phenylhydrazide

Reagents, catalysts & solvents 1

HCID 3283Diethyl EtherSolvent

Conditions

Temperature
5 °C

Procedure

A four neck flask (2 liters) equipped with a thermometer and a stirrer was charged with 216 g (2.0 mol) of phenylhydrazine and 1.5 liter of ether and cooled down to 5° C. Dropwise added thereto was 56.2 g (0.4 mol) of benzoyl chloride in 2 hours while stirring, and then the solution was heated to room temperature (20° C.) to continue stirring for 12 hours. Crystal was filtered off and washed sufficiently with deionized water and then dried under reduced pressure to obtain slightly brown crystal.

Workup

  1. customA four neck flask (2 liters) equipped with a thermometer and a stirrer
  2. additionDropwise added
  3. customin 2 hours
  4. temperaturethe solution was heated to room temperature (20° C.)
  5. stirringto continue stirring for 12 hours
  6. filtrationCrystal was filtered off
  7. washwashed sufficiently with deionized water
  8. customdried under reduced pressure
  9. customto obtain slightly brown crystal

Sources & evidence

ORD record
ord-be9ef4e2ee774028b406900edcca682b
Source dataset
uspto-grants-2002_04
Patent number
US06380288B1

Reaction notes

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