Acetic Acid → Acetic acid, 2-(4-nitrophenyl)hydrazide

HRID 1679246Notes

Reaction equation

HRID 1679246 reaction equation
[N+:1]([C:4]1[CH:9]=[CH:8][C:7]([NH:10][NH2:11])=[CH:6][CH:5]=1)([O-:3])=[O:2].[C:12](O)(=[O:14])[CH3:13]>>[C:12]([NH:11][NH:10][C:7]1[CH:6]=[CH:5][C:4]([N+:1]([O-:3])=[O:2])=[CH:9][CH:8]=1)(=[O:14])[CH3:13]

Participants

3

Reactant 2

HCID 176Acetic AcidHCID 3310889(4-Nitrophenyl)hydrazine

Product 1

HCID 3404344Acetic acid, 2-(4-nitrophenyl)hydrazide

Conditions

Temperature
90 °C

Procedure

4-Nitrophenylhydrazine (15.0 g, 0.10 mole) and acetic acid (24.0 g, 0.40 mole) were mixed in a flask equipped with a stirrer and reflux condenser and heated at about 90° C for one hour. The solid mass was collected, washed with water, and then dissolved in hot ethanol. The resulting solution was chilled in ice to give tan needles. Yield 14.4 g (74%), mp 207°-209° C.

Workup

  1. customequipped with a stirrer
  2. temperaturereflux condenser
  3. customThe solid mass was collected
  4. washwashed with water
  5. dissolutiondissolved in hot ethanol
  6. temperatureThe resulting solution was chilled in ice
  7. customto give tan needles

Sources & evidence

ORD record
ord-dfa883a8947146d0a3519bd8d60be686
Source dataset
uspto-grants-1978_03
Patent number
US04080207

Reaction notes

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