HCID 54185293, compound → HCID 54359893, compound

HRID 414568Notes

Reaction equation

HRID 414568 reaction equation
[N:1]1([CH:6]=[CH:7][C:8]2[CH:9]=[C:10]3[C:15](=[CH:16][CH:17]=2)[NH:14][C:13](=[O:18])[CH2:12][CH2:11]3)[CH:5]=[CH:4][N:3]=[CH:2]1>CN(C)C=O.[O-2].[O-2].[O-2].[Ni+3].[Ni+3]>[N:1]1([CH:6]=[CH:7][C:8]2[CH:9]=[C:10]3[C:15](=[CH:16][CH:17]=2)[NH:14][C:13](=[O:18])[CH:12]=[CH:11]3)[CH:5]=[CH:4][N:3]=[CH:2]1

Participants

4

Reactant 1

HCID 54185293HCID 54185293, compound

Product 1

HCID 54359893HCID 54359893, compound

Reagents, catalysts & solvents 2

HCID 10313272Nickel oxide (Ni2O3)CatalystHCID 6228DimethylformamideSolvent

Procedure

To a solution of 1.5 g of 6-[2-(imidazol-1-yl)ethenyl]-3,4-dihydrocarbostyril in 15 ml of N,N-dimethylformamide was added 7.0 g of freshly prepared nickel peroxide. The suspension was stirred under nitrogen for 72 hours at room temperature, then filtered and solvent removed from the filtrate under reduced pressure. The residue was chromatographed on silica gel, eluting with 5% methanol in methylene chloride, to give 6-[2-(imidazol-1-yl)ethenyl]carbostyril, m.p. 211°-213° C.

Workup

  1. filtrationfiltered
  2. customsolvent removed from the filtrate under reduced pressure
  3. customThe residue was chromatographed on silica gel
  4. washeluting with 5% methanol in methylene chloride

Sources & evidence

ORD record
ord-78ccd657585745fb99b5be75ccd19e16
Source dataset
uspto-grants-1988_12
Patent number
US04792561

Reaction notes

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