HCID 54185293, compound → HCID 54359893, compound

HRID 1649747Notes

Reaction equation

HRID 1649747 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-7ff4c20468314ecbbc87bf937c460b43
Source dataset
uspto-grants-1990_05
Patent number
US04921862

Reaction notes

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