4-methoxycarbonyl-6-[4-(methylthio)phenyl]-2H-pyridazin-3-one → 2-(4-Chlorocinnamyl)-4-methoxycarbonyl-6-[4-(methylthio)phenyl]-2H-pyridazin-3-one

HRID 2185805Notes

Reaction equation

[CH3:1][O:2][C:3]([C:5]1[C:6](=[O:19])[NH:7][N:8]=[C:9]([C:11]2[CH:16]=[CH:15][C:14]([S:17][CH3:18])=[CH:13][CH:12]=2)[CH:10]=1)=[O:4].[Cl:20][C:21]1[CH:30]=[CH:29][C:24]([CH:25]=[CH:26][CH2:27]Cl)=[CH:23][CH:22]=1>>[Cl:20][C:21]1[CH:30]=[CH:29][C:24]([CH:25]=[CH:26][CH2:27][N:7]2[C:6](=[O:19])[C:5]([C:3]([O:2][CH3:1])=[O:4])=[CH:10][C:9]([C:11]3[CH:16]=[CH:15][C:14]([S:17][CH3:18])=[CH:13][CH:12]=3)=[N:8]2)=[CH:23][CH:22]=1

Participants

Reactant 2

HCID 219916864-methoxycarbonyl-6-[4-(methylthio)phenyl]-2H-pyridazin-3-one

HCID 53728250p-Chlorocinnamyl chloride

Product 1

HCID 701721142-(4-Chlorocinnamyl)-4-methoxycarbonyl-6-[4-(methylthio)phenyl]-2H-pyridazin-3-oneYield 82.3%

Procedure

Using 4-methoxycarbonyl-6-[4-(methylthio)phenyl]-2H-pyridazin-3-one and 4-chlorocinnamyl chloride as starting materials, the procedures of Example 1 were repeated likewise, whereby the title compound was obtained in a yield of 82.3%.

Sources & evidence

ORD record: ord-23cd689abf6a4802a2a9dc408cf38079
Source dataset: uspto-grants-2002_06
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US06403586B1

Reaction notes

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