Potassium Hydroxide → 4-chloro-2-(4-chlorophenyl)-5-{(6-chloro-3-pyridyl)-methyloxy}-3(2H)-pyridazinone

HRID 1165433Notes

Reaction equation

HRID 1165433 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)=[CH:4][CH:3]=1.[Cl:17][C:18]1[N:23]=[CH:22][C:21]([CH2:24][OH:25])=[CH:20][CH:19]=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][CH:4]=2)[N:9]=[CH:10][C:11]=1[O:25][CH2:24][C:21]1[CH:22]=[N:23][C:18]([Cl:17])=[CH:19][CH:20]=1

Participants

5

Reactant 3

HCID 14797Potassium HydroxideHCID 177161(6-Chloropyridin-3-yl)methanolHCID 7794024,5-Dichloro-2-(4-chlorophenyl)-3(2H)-pyridazinone

Product 1

HCID 36392254-chloro-2-(4-chlorophenyl)-5-{(6-chloro-3-pyridyl)-methyloxy}-3(2H)-pyridazinoneYield 61.2%

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

The procedures in Synthesis Example 2 were repeated by using 2.0 g (7.2 m mol) of 2-(4-chlorophenyl)-4,5-dichloro-3(2H)-pyridazinone, 1.1 g (7.7 m mol) of 6-chloro-3-pyridine methanol, 0.4 g of potassium hydroxide and 80 ml of N,N-dimethylformamide to give 1.7 g of the intended product (recrystallized from benzene/n-hexane).

Workup

  1. customThe procedures in Synthesis Example 2

Sources & evidence

ORD record
ord-6690ea97cf5545289c0658e98f2f1891
Source dataset
uspto-grants-1990_03
Patent number
US04910201

Reaction notes

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