Magnesium monoxide → HCID 20156235, compound

HRID 986752Notes

Reaction equation

HRID 986752 reaction equation
Cl[C:2]1[C:11]2[CH:10]=[CH:9][CH:8]=[CH:7][C:6]=2[C:5]2[N:12]=[N:13][C:14]([C:16]3[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=3)=[CH:15][C:4]=2[N:3]=1.[O-2].[Mg+2]>COCCO.[Pd]>[C:16]1([C:14]2[N:13]=[N:12][C:5]3[C:6]4[CH:7]=[CH:8][CH:9]=[CH:10][C:11]=4[CH2:2][NH:3][C:4]=3[CH:15]=2)[CH:17]=[CH:18][CH:19]=[CH:20][CH:21]=1

Participants

5

Reactant 2

HCID 6850729Magnesium monoxideHCID 13526620HCID 13526620, compound

Product 1

HCID 20156235HCID 20156235, compoundYield 134.5%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 80192-MethoxyethanolSolvent

Procedure

A solution of 12.5 g (0.043 mol) of 6-chloro-3-phenyl-pyridazino[4,3-c]isoquinoline (Example 1) in 1.5 L of 2-methoxyethanol is hydrogenated at room temperature and atmospheric pressure in the presence of 2.5 g of 10% palladium on carbon and 1.8 g (0.044 mol) of magnesium oxide. About 1700 ml of hydrogen are absorbed. The mixture is filtered, the solvent evaporated under reduced pressure and the residue recrystallized from isopropanol to give 15 g (74%) of 5,6-dihydro-3-phenyl-pyridazino[4,3-c]isoquinoline.

Workup

  1. customis hydrogenated at room temperature
  2. customAbout 1700 ml of hydrogen are absorbed
  3. filtrationThe mixture is filtered
  4. customthe solvent evaporated under reduced pressure
  5. customthe residue recrystallized from isopropanol

Sources & evidence

ORD record
ord-f7a062d74836459f9a994f43cc7711df
Source dataset
uspto-grants-1987_12
Patent number
US04716159

Reaction notes

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