Acetic Acid → HCID 4061964, compound

HRID 128450Notes

Reaction equation

HRID 128450 reaction equation
Cl.[F:2][C:3]1[CH:8]=[CH:7][C:6]([NH:9][NH2:10])=[CH:5][CH:4]=1.[OH-].[Na+].C(O)(=O)C.CN([CH:20]=[N:21][C:22](=O)[C:23]1[CH:28]=[CH:27][C:26]([N+:29]([O-:31])=[O:30])=[CH:25][CH:24]=1)C>O.O1CCOCC1>[F:2][C:3]1[CH:8]=[CH:7][C:6]([N:9]2[C:22]([C:23]3[CH:24]=[CH:25][C:26]([N+:29]([O-:31])=[O:30])=[CH:27][CH:28]=3)=[N:21][CH:20]=[N:10]2)=[CH:5][CH:4]=1

Participants

7

Reactant 4

HCID 176Acetic AcidHCID 14798Sodium HydroxideHCID 699814-Fluorophenylhydrazine hydrochlorideHCID 12550338N-(dimethylaminomethylene)-p-nitrobenzamide

Product 1

HCID 4061964HCID 4061964, compound

Reagents, catalysts & solvents 2

HCID 962WaterSolventHCID 312751,4-DioxaneSolvent

Conditions

Temperature
90 °C

Procedure

To a solution of 8.80 g. of 4-fluorophenylhydrazine hydrochloride in a mixture of 10.9 ml. of 5 N sodium hydroxide, 100 ml. of 30% aqueous acetic acid and 50 ml. of p-dioxane is added 10.0 g. of N-(dimethylaminomethylene)-p-nitrobenzamide. The reaction mixture is stirred and heated at 90° C. for 1.5 hours, then poured into 200 ml. of water. The solid is collected and recrystallized from ethanol, giving 10.4 g. of the desired product as yellow crystals, mp. 132°-134° C.

Workup

  1. additionpoured into 200 ml
  2. customThe solid is collected
  3. customrecrystallized from ethanol
  4. customgiving 10.4 g

Sources & evidence

ORD record
ord-cc25af8127c24926a1ede5582c247c2e
Source dataset
uspto-grants-1981_03
Patent number
US04259504

Reaction notes

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