Acetic Acid → HCID 22139884, compound

HRID 468311Notes

Reaction equation

HRID 468311 reaction equation
[OH-].[Na+].Cl.[N+:4]([C:7]1[CH:8]=[C:9]([NH:13][NH2:14])[CH:10]=[CH:11][CH:12]=1)([O-:6])=[O:5].C(O)(=O)C.[CH:19](=O)[CH2:20][CH3:21]>C(O)C>[N+:4]([C:7]1[CH:8]=[C:9]([NH:13]/[N:14]=[CH:19]/[CH2:20][CH3:21])[CH:10]=[CH:11][CH:12]=1)([O-:6])=[O:5]

Participants

6

Reactant 4

HCID 176Acetic AcidHCID 527PropanalHCID 14798Sodium HydroxideHCID 54642853-Nitrophenylhydrazinium(1+) chloride

Product 1

HCID 22139884HCID 22139884, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

Sodium hydroxide solution (10%, 15 mL) was added slowly to a stirred suspension of (3-nitrophenyl)hydrazine hydrochloride (1.89 g, 10 mmol) in ethanol (20 mL) until pH 6. Acetic acid (5 mL) was added to the mixture followed by propionaldehyde (0.7 g, 12 mmol). After stirring for 3 h at room temperature, the mixture was poured into ice-water and the resulting precipitate was isolated by filtration, washed with water and dried in air to obtain (E)-1-(3-nitrophenyl)-2-propylidenehydrazine, which was used directly in the next step.

Workup

  1. customthe resulting precipitate was isolated by filtration
  2. washwashed with water
  3. customdried in air

Sources & evidence

ORD record
ord-e7917c3336324f18b2b176904a75f95e
Source dataset
uspto-grants-2014_01
Patent number
US08623905B2

Reaction notes

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