Potassium Hydroxide → 3(2H)-Pyridazinone, 2-(4-chlorophenyl)-5-((6-chloro-3-pyridinyl)methoxy)-4-iodo-

HRID 1165437Notes

Reaction equation

HRID 1165437 reaction equation
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([N:8]2[C:13](=[O:14])[C:12]([I:15])=[C:11](I)[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:1][C:2]1[CH:7]=[CH:6][C:5]([N:8]2[C:13](=[O:14])[C:12]([I:15])=[C:11]([O:25][CH2:24][C:21]3[CH:22]=[N:23][C:18]([Cl:17])=[CH:19][CH:20]=3)[CH:10]=[N:9]2)=[CH:4][CH:3]=1

Participants

5

Reactant 3

HCID 14797Potassium HydroxideHCID 177161(6-Chloropyridin-3-yl)methanolHCID 19861814HCID 19861814, compound

Product 1

HCID 30787293(2H)-Pyridazinone, 2-(4-chlorophenyl)-5-((6-chloro-3-pyridinyl)methoxy)-4-iodo-Yield 61.5%

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

The procedures in Synthesis Example 2 were repeated by using 3.3 g (7.2 m mol) of 2-(4-chlorophenyl)-4,5-diiodo-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 2.1 g of the intended product. (recrystallized from benzene)

Workup

  1. customThe procedures in Synthesis Example 2

Sources & evidence

ORD record
ord-f5e0699cc322480cb39f559056b61ebb
Source dataset
uspto-grants-1990_03
Patent number
US04910201

Reaction notes

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