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HCID 15680277, compound → HCID 67916283, compound

HRID 1029830
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Reaction equation

HRID 1029830 reaction equation
[CH2:1]1[O:9][C:8]2[C:3](=[CH:4][CH:5]=[C:6]([C:22]([NH2:24])=O)[C:7]=2[C:10]2[C:11]([C:19]([NH2:21])=O)=[CH:12][CH:13]=[C:14]3[O:18][CH2:17][O:16][C:15]=23)[O:2]1>P(Cl)(Cl)(Cl)=O>[CH2:1]1[O:9][C:8]2[C:3]3([O:18][CH2:17][O:16][C:15]4[CH:14]=[CH:13][CH:12]=[C:11]([C:19]#[N:21])[C:10]=4[C:7]=2[C:6]([C:22]#[N:24])=[CH:5][CH2:4]3)[O:2]1
ParticipantsProcedureWorkupSources & evidenceReaction notes

Participants

3

Reactant 1

HCID 15680277HCID 15680277, compound

Product 1

HCID 67916283HCID 67916283, compoundYield 90.6%

Reagents, catalysts & solvents 1

HCID 24813Phosphorus oxychlorideSolvent

Procedure

5,6-Methylenedioxy-5',6'-methylenedioxy-2,2'-biphenyldicarboxamide (8 g) is refluxed in phosphorus oxychloride (70 ml) for 4 hours. The reaction mixture is cooled and then poured into ice water. The precipitated crystals are separated by filtration and dissolved in chloroform. The solution is washed with water, dried and distilled to remove the solvent to give 5,6-methylenedioxy-5,6'-methylenedioxy-2,2'-biphenyldicarbonitrile (6.5 g) as colorless crystal. M.p. 213°-215° C.

Workup

  1. temperature
The reaction mixture is cooled
  • customThe precipitated crystals are separated by filtration
  • dissolutiondissolved in chloroform
  • washThe solution is washed with water
  • customdried
  • distillationdistilled
  • customto remove the solvent
  • Sources & evidence

    ORD record
    ord-f8e7bb1bf1f54586907bee2c67e2a8d1
    Source dataset
    uspto-grants-1992_04
    DOI
    10.6084/m9.figshare.5104873.v1
    Patent number
    US05103023

    Reaction notes

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    On this pageParticipantsProcedureWorkupSources & evidenceReaction notes