4-Chlorobenzyl alcohol → 3(2H)-Pyridazinone, 4-chloro-2-(4-chloro-2-fluorophenyl)-5-((4-chlorophenyl)methoxy)-

HRID 1165430Notes

Reaction equation

HRID 1165430 reaction equation
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([N:8]2[C:13](=[O:14])[C:12]([Cl:15])=[C:11](Cl)[CH:10]=[N:9]2)=[C:4]([F:17])[CH:3]=1.[Cl:18][C:19]1[CH:26]=[CH:25][C:22]([CH2:23][OH:24])=[CH:21][CH:20]=1.[OH-].[K+]>CN(C)C=O>[Cl:15][C:12]1[C:13](=[O:14])[N:8]([C:5]2[CH:6]=[CH:7][C:2]([Cl:1])=[CH:3][C:4]=2[F:17])[N:9]=[CH:10][C:11]=1[O:24][CH2:23][C:22]1[CH:25]=[CH:26][C:19]([Cl:18])=[CH:20][CH:21]=1

Participants

5

Reactant 3

HCID 133974-Chlorobenzyl alcoholHCID 14797Potassium HydroxideHCID 22235203HCID 22235203, compound

Product 1

HCID 30652333(2H)-Pyridazinone, 4-chloro-2-(4-chloro-2-fluorophenyl)-5-((4-chlorophenyl)methoxy)-Yield 68.4%

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

In 30 m, of N,N-dimethylformamide were dissolved 1.0 g (3.4 m mol) of 2-(4-chloro-2-fluorophenyl)-4,5-dichloro-3(2H)-pyridazinone and 0.48 g (3.4 m mol) of p-chlorobenzyl alcohol, and thereto was added 0.22 g of powdery potassium hydroxide. Then, the procedures in Synthesis Example 2 were repeated to give 920 mg of the intended compound.

Workup

  1. customThen, the procedures in Synthesis Example 2

Sources & evidence

ORD record
ord-b0180b1d1fc744d5acbe9169a7fd05f3
Source dataset
uspto-grants-1990_03
Patent number
US04910201

Reaction notes

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