HCID 54442718, compound → HCID 11344957, compound

HRID 887003Notes

Reaction equation

HRID 887003 reaction equation
[CH3:1][O:2][C:3]1[CH:8]=[CH:7][C:6]([C:9]2[CH2:10][CH:11]([CH3:16])[C:12](=[O:15])[NH:13][N:14]=2)=[CH:5][CH:4]=1>C(#N)C>[CH3:1][O:2][C:3]1[CH:8]=[CH:7][C:6]([C:9]2[CH:10]=[C:11]([CH3:16])[C:12](=[O:15])[NH:13][N:14]=2)=[CH:5][CH:4]=1

Participants

3

Reactant 1

HCID 54442718HCID 54442718, compound

Product 1

HCID 11344957HCID 11344957, compoundYield 73%

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Conditions

Temperature
70 °C

Procedure

A mixture of the product from step 1 (6-(4-methoxy-phenyl)-4-methyl-4,5-dihydro-2H-pyridazin-3-one; 1.96 g, 9 mmol) and Cu(II)Cl2 (2.48 g, 2 eq.) in of acetonitrile (15 mL) was heated to 70° C. for 2 h. The reaction was quenched with ice-water (˜100 mL), the resulting solid was collected and crystallized from isopropanol to give 1.42 g (73%) of 6-(4-methoxy-phenyl)-4-methyl-2H-pyridazin-3-one: Mp 265-7° C.; MS m/z 217 (M+H).

Workup

  1. customThe reaction was quenched with ice-water (˜100 mL)
  2. customthe resulting solid was collected
  3. customcrystallized from isopropanol

Sources & evidence

ORD record
ord-96a7a18f999345e1bc86a98927ad353c
Source dataset
uspto-grants-2012_08
Patent number
US08247414B2

Reaction notes

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