Potassium Hydroxide → HCID 11328505, compound

HRID 2166335Notes

Reaction equation

HRID 2166335 reaction equation
[Cl:1][C:2]([CH3:14])([CH3:13])[CH2:3][N:4]1[C:9](=[O:10])[C:8]([Cl:11])=[C:7](Cl)[CH:6]=[N:5]1.[I:15][C:16]1[CH:21]=[CH:20][C:19]([CH2:22][OH:23])=[CH:18][N:17]=1.[OH-].[K+]>CN(C)C=O>[Cl:11][C:8]1[C:9](=[O:10])[N:4]([CH2:3][C:2]([Cl:1])([CH3:14])[CH3:13])[N:5]=[CH:6][C:7]=1[O:23][CH2:22][C:19]1[CH:20]=[CH:21][C:16]([I:15])=[N:17][CH:18]=1.[Cl:11][C:8]1[C:9](=[O:10])[N:4]([CH:3]=[C:2]([CH3:14])[CH3:13])[N:5]=[CH:6][C:7]=1[O:23][CH2:22][C:19]1[CH:20]=[CH:21][C:16]([I:15])=[N:17][CH:18]=1

Participants

6

Reactant 3

HCID 14797Potassium HydroxideHCID 23039512HCID 23039512, compoundHCID 23039516(6-Iodopyridin-3-yl)methanol

Product 2

HCID 11328505HCID 11328505, compoundHCID 15022134HCID 15022134, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

In 10 ml of N,N-dimethylformamide were dissolved 1.4 g of 2-(2-chloro-2-methylpropyl)-4,5-dichloro-3(2H)-pyridazinone and 1.29 g of 2-iodo-5-pyridyl methanol, and thereto was added 0.33 g of powdery potassium hydroxide under ice-cooling. The mixture solution was stirred for one day at room temperature. Then, the procedures in Preparation Example 2 were repeated to give 0.74 g of 4-chloro-2-(2-chloro-2-methylpropyl)-5-[(2-iodo-5-pyridyl)methoxy]-3(2H)-pyridazinone (m.p.: 119°-123° C.) and 0.24 g of 4-chloro-5-[(2-iodo-5-pyridyl)-methoxy]-2-(2-methyl-1-propenyl)-3(2H)-pyridazinone (m.p.: 141°-142° C.).

Workup

  1. temperaturecooling
  2. customThen, the procedures in Preparation Example 2

Sources & evidence

ORD record
ord-25616024440c4e438f80594b1751506b
Source dataset
uspto-grants-1990_07
Patent number
US04945091

Reaction notes

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