Acetic Acid → HCID 12439584, compound

HRID 436450Notes

Reaction equation

HRID 436450 reaction equation
[N+:1]([C:4]1[C:9]([CH:10]=O)=[CH:8][C:7]([O:12][CH3:13])=[C:6]([O:14][CH3:15])[CH:5]=1)([O-:3])=[O:2].C(O)(=O)C.[CH2:20]([N:22]([CH2:26][CH3:27])[CH2:23][CH2:24][NH2:25])[CH3:21]>C(O)C>[N+:1]([C:4]1[C:9]([CH:10]=[N:25][CH2:24][CH2:23][N:22]([CH2:26][CH3:27])[CH2:20][CH3:21])=[CH:8][C:7]([O:12][CH3:13])=[C:6]([O:14][CH3:15])[CH:5]=1)([O-:3])=[O:2]

Participants

5

Reactant 3

HCID 176Acetic AcidHCID 60993N,N-DiethylethylenediamineHCID 885056-Nitroveratraldehyde

Product 1

HCID 12439584HCID 12439584, compoundYield 100%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent2×

Procedure

To a stirring, refluxing suspension of 84.4 g (0.4) of 6-nitroveratraldehyde and 1.0 ml glacial acetic acid in 750 ml ethanol was added gradually a solution of 2-diethylaminoethylamine in 50 ml ethanol. The solution was refluxed and stirred for 1 hr; the solvents were then removed in vacuo. The residue was taken up in 300 ml chloroform; the solution was washed with three 150-ml portions of water, dried over magnesium sulfate, and concentrated to dryness in vacuo to give 123 g (100%) of the product.

Workup

  1. temperatureTo a stirring, refluxing
  2. temperatureThe solution was refluxed
  3. customthe solvents were then removed in vacuo
  4. washthe solution was washed with three 150-ml portions of water
  5. dry with materialdried over magnesium sulfate
  6. concentrationconcentrated to dryness in vacuo

Sources & evidence

ORD record
ord-632317584a91497e84a7c1a81be5bf19
Source dataset
uspto-grants-1977_02
Patent number
US04009177

Reaction notes

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