Ethylene carbonate → HCID 12688555, compound

HRID 1732646Notes

Reaction equation

HRID 1732646 reaction equation
[C:1]1([C:7]2[C:8](=[O:27])[NH:9][N:10]=[C:11]([C:20]3[CH:25]=[CH:24][C:23]([CH3:26])=[CH:22][CH:21]=3)[C:12]=2[C:13]2[CH:18]=[CH:17][C:16]([CH3:19])=[CH:15][CH:14]=2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.C1(=O)O[CH2:31][CH2:30][O:29]1>CN(C)C=O>[OH:29][CH2:30][CH2:31][N:9]1[C:8](=[O:27])[C:7]([C:1]2[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=2)=[C:12]([C:13]2[CH:18]=[CH:17][C:16]([CH3:19])=[CH:15][CH:14]=2)[C:11]([C:20]2[CH:21]=[CH:22][C:23]([CH3:26])=[CH:24][CH:25]=2)=[N:10]1

Participants

4

Reactant 2

HCID 7303Ethylene carbonateHCID 12688527HCID 12688527, compound

Product 1

HCID 12688555HCID 12688555, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

4-Phenyl-5,6-bis(p-methylphenyl)-2H-pyridazin-3-one (1.8 g) and 0.88 g of ethylene carbonate were charged to a flask in 100 ml dimethylformamide. The flask was placed in an oil bath, preheated to 150° C. and the reaction was heated for 4 hours. The hot solution was quenched in an equal volume of 1 N HCl, causing a white solid to precipitate. The cooled solution was filtered and the solid recrystallized from ethyl acetate and dried for 5 hours, m.p. 192°-194° C.

Workup

  1. customThe flask was placed in an oil bath
  2. custompreheated to 150° C.
  3. temperaturethe reaction was heated for 4 hours
  4. customThe hot solution was quenched in an equal volume of 1 N HCl
  5. customto precipitate
  6. filtrationThe cooled solution was filtered
  7. customthe solid recrystallized from ethyl acetate
  8. customdried for 5 hours

Sources & evidence

ORD record
ord-2d4aa321c77c484b94810017e7fa5384
Source dataset
uspto-grants-1980_12
Patent number
US04238490

Reaction notes

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