Ethylenediamine → HCID 86733610, compound

HRID 436453Notes

Reaction equation

HRID 436453 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].[CH2:16]([NH2:19])[CH2:17][NH2:18]>C(O)C>[N+:1]([C:4]1[C:9]([CH:10]=[C:16]([NH2:19])[C:17](=[CH:10][C:9]2[C:4]([N+:1]([O-:3])=[O:2])=[CH:5][C:6]([O:14][CH3:15])=[C:7]([O:12][CH3:13])[CH:8]=2)[NH2:18])=[CH:8][C:7]([O:12][CH3:13])=[C:6]([O:14][CH3:15])[CH:5]=1)([O-:3])=[O:2]

Participants

4

Reactant 2

HCID 3301EthylenediamineHCID 885056-Nitroveratraldehyde

Product 1

HCID 86733610HCID 86733610, compoundYield 84%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent2×

Procedure

A heated suspension of 6-nitroveratraldehyde (168.8 g, 0.8 moles) and 1200 ml of ethanol was treated with ethylenediamine (24 g, 0.4 moles) and 200 ml of ethanol. The mixture was nearly in solution when a solid precipitated. Ethanol (500 ml) was added. The suspension was refluxed for 1.5 hrs. The resulting solid was filtered and washed with ethanol to yield 150 g (84%) of the product.

Workup

  1. customprecipitated
  2. additionEthanol (500 ml) was added
  3. temperatureThe suspension was refluxed for 1.5 hrs
  4. filtrationThe resulting solid was filtered
  5. washwashed with ethanol

Sources & evidence

ORD record
ord-cc18e9e7100f43f3b0c92e5e7f05cb76
Source dataset
uspto-grants-1977_02
Patent number
US04009177

Reaction notes

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