Diphenylcyclopropenone → HCID 21462217, compound

HRID 1648159Notes

Reaction equation

HRID 1648159 reaction equation
[C:1]1([C:7]2[C:9](=[O:10])[C:8]=2[C:11]2[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[C:17]([C:19]1[CH:20]=[N:21][CH:22]=[CH:23][C:24]=1[C:25]#[N:26])#[N:18]>ClC1C=CC=CC=1>[OH:10][C:9]1[C:7]([C:1]2[CH:2]=[CH:3][CH:4]=[CH:5][CH:6]=2)=[C:8]([C:11]2[CH:12]=[CH:13][CH:14]=[CH:15][CH:16]=2)[N:21]2[C:22]=1[CH:23]=[C:24]([C:25]#[N:26])[C:19]([C:17]#[N:18])=[CH:20]2

Participants

4

Reactant 2

HCID 65057DiphenylcyclopropenoneHCID 74211Pyridine-3,4-dicarbonitrile

Product 1

HCID 21462217HCID 21462217, compound

Reagents, catalysts & solvents 1

HCID 7964ChlorobenzeneSolvent

Procedure

Diphenylcyclopropenone (0.319 g, 1.55 mmol) and 3,4-dicyanopyridine (0.200 g, 1.55 mmol) were mixed in a dry, argon filled reaction flask. Chlorobenzene (2.5 mL) (oxygen free) was added, and the reaction was heated to 130C. After 2 h the heating was stopped and the reaction was allowed to reach room temperature. Petroleum ether 40-60C (2.5 mL) was added in order to obtain a complete precipitate of the product. The solvent was filtered off and the precipitate was washed with petroleum ether. The crude product was stirred with chloroform (30. mL) for lb. The dark chloroform solution was filtered off leaving the title product as a yellow precipitate.

Workup

  1. additionfilled
  2. customreaction flask
  3. customto reach room temperature
  4. customto obtain a complete precipitate of the product
  5. filtrationThe solvent was filtered off
  6. washthe precipitate was washed with petroleum ether
  7. filtrationThe dark chloroform solution was filtered off

Sources & evidence

ORD record
ord-2bd5c21322c742cfb57ecb786c08207f
Source dataset
uspto-grants-1995_07
Patent number
US05435991

Reaction notes

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