HCID 10427996, compound → HCID 10020712, compound

HRID 1722774Notes

Reaction equation

HRID 1722774 reaction equation
[N+:1]([C:4]1[CH:5]=[C:6]([CH:10]2[CH:15]=[C:14]([C:16]3[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=3)[NH:13][N:12]=[C:11]2[C:22]([O:24][CH2:25][CH3:26])=[O:23])[CH:7]=[CH:8][CH:9]=1)([O-:3])=[O:2]>C(Cl)(Cl)Cl.[O-2].[O-2].[Mn+4]>[N+:1]([C:4]1[CH:5]=[C:6]([C:10]2[CH:15]=[C:14]([C:16]3[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=3)[N:13]=[N:12][C:11]=2[C:22]([O:24][CH2:25][CH3:26])=[O:23])[CH:7]=[CH:8][CH:9]=1)([O-:3])=[O:2]

Participants

4

Reactant 1

HCID 10427996HCID 10427996, compound

Product 1

HCID 10020712HCID 10020712, compoundYield 50.3%

Reagents, catalysts & solvents 2

HCID 178418406HCID 178418406, compoundCatalystHCID 6212ChloroformSolvent

Procedure

To a solution of ethyl 1,4-dihydro-4-(3-nitrophenyl)-6-phenyl-3-pyridazinecarboxylate (0.4 g) in chloroform (6 ml) was added activated manganese dioxide (2 g) and the mixture was refluxed for 30 minutes with stirring vigorously. After allowing to cool to ambient temperature, manganese dioxide was filtered off. The filtrate was evaporated in vacuo, and the residual precipitate was recrystallized from diethyl ether. The crystal was collected by filtration, washed with diethyl ether and dried in vacuo to give ethyl 4-(3-nitrophenyl)-6-phenyl-3-pyridazinecarboxylate (0.2 g).

Workup

  1. temperaturethe mixture was refluxed for 30 minutes
  2. filtrationmanganese dioxide was filtered off
  3. customThe filtrate was evaporated in vacuo
  4. customthe residual precipitate was recrystallized from diethyl ether
  5. filtrationThe crystal was collected by filtration
  6. washwashed with diethyl ether
  7. customdried in vacuo

Sources & evidence

ORD record
ord-8d7df983cf924af49cb2f6cefbb12549
Source dataset
uspto-grants-1989_08
Patent number
US04857527

Reaction notes

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