Ammonia → HCID 178508669, compound

HRID 1488898Notes

Reaction equation

HRID 1488898 reaction equation
[C:1](#[N:10])[C:2]1[C:3](=[CH:6][CH:7]=[CH:8][CH:9]=1)[C:4]#[N:5].C[O-].[Na+].[NH3:14]>CO>[NH:5]=[C:4]1[C:3]2[C:2](=[CH:9][CH:8]=[CH:7][CH:6]=2)[C:1](=[NH:14])[NH:10]1

Participants

5

Reactant 3

HCID 222Ammonia2×HCID 7042PhthalonitrileHCID 10942334Sodium Methoxide

Product 1

HCID 178508669HCID 178508669, compoundYield 91.7%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

To 180 ml of methanol were fed 20 g of a phthalonitrile represented by the formula (XV) and 14 g of sodium methoxide. The mixture was stirred at room temperature for 1 hour while blowing ammonia gas thereinto and, then, refluxed with heating for 3 hours with stirring while blowing ammonia gas thereinto. After being cooled to room temperature, the resulting mixture was concentrated as much as possible. The concentrate was dissolved in 700 ml of chloroform and was washed well with water and with hot water. Water in the organic layer was removed with magnesium sulfate and toluene was removed by distillation. The residue was recrystallized from hexane to obtain 19.7 g (yield: 91.7%) of a compound having the following formula (XVI). ##STR38##

Workup

  1. temperaturerefluxed
  2. temperaturewith heating for 3 hours
  3. stirringwith stirring
  4. temperatureAfter being cooled to room temperature
  5. concentrationthe resulting mixture was concentrated as much as possible
  6. dissolutionThe concentrate was dissolved in 700 ml of chloroform
  7. washwas washed well with water and with hot water
  8. customWater in the organic layer was removed with magnesium sulfate and toluene
  9. customwas removed by distillation
  10. customThe residue was recrystallized from hexane

Sources & evidence

ORD record
ord-056bb39816b847a98f728d5360384d13
Source dataset
uspto-grants-1997_10
Patent number
US05677025

Reaction notes

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