Diphenylcyclopropenone → HCID 21462217, compound

HRID 1940457Notes

Reaction equation

HRID 1940457 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

Conditions

Temperature
130 °C

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 130° C. After 2 h the heating was stopped and the reaction was allowed to reach room temperature. Petroleum ether 40°-60° C. (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 1 h. 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-9781798653424b4ba33cd5b33f8b2136
Source dataset
uspto-grants-1997_12
Patent number
US05700448

Reaction notes

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