Potassium Carbonate → 2-t-butyl-4-chloro-5-[4-(2-propoxyethoxy)-benzyloxy]-3(2H)-pyridazinone

HRID 1904239Notes

Reaction equation

HRID 1904239 reaction equation
[C:1]([N:5]1[C:10](=[O:11])[C:9]([Cl:12])=[C:8]([OH:13])[CH:7]=[N:6]1)([CH3:4])([CH3:3])[CH3:2].[CH2:14]([O:17][CH2:18][CH2:19][O:20][C:21]1[CH:28]=[CH:27][C:24]([CH2:25]Br)=[CH:23][CH:22]=1)[CH2:15][CH3:16].C(=O)([O-])[O-].[K+].[K+]>CN(C)C=O>[C:1]([N:5]1[C:10](=[O:11])[C:9]([Cl:12])=[C:8]([O:13][CH2:25][C:24]2[CH:23]=[CH:22][C:21]([O:20][CH2:19][CH2:18][O:17][CH2:14][CH2:15][CH3:16])=[CH:28][CH:27]=2)[CH:7]=[N:6]1)([CH3:4])([CH3:2])[CH3:3]

Participants

5

Reactant 3

HCID 11430Potassium CarbonateHCID 146718034-(2-Propoxyethoxy)-benzyl bromideHCID 546869462-tert-Butyl-4-chloro-5-hydroxypyridazin-3(2H)-one

Product 1

HCID 146718042-t-butyl-4-chloro-5-[4-(2-propoxyethoxy)-benzyloxy]-3(2H)-pyridazinoneYield 35.9%

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

In 30 ml of N,N-dimethylformamide were dissolved 2.0 g of 2-t-butyl-4-chloro-5-hydroxy-3(2H)-pyridazinone and 3.0 g of 4-(2-propoxyethoxy)-benzyl bromide, and then 2.0 g of anhydrous potassium carbonate was added thereto. The mixture was heated under stirring on an oil bath at 80° to 90° C. for 3 hours. Then, procedures similar to those in Preparation Example 2 were carried out to obtain 1.4 g of the aimed product as an oil.

Workup

  1. temperatureThe mixture was heated
  2. customThen, procedures similar to those in Preparation Example 2

Sources & evidence

ORD record
ord-963b6b19bbd74725996dd736ebbe4847
Source dataset
uspto-grants-1989_06
Patent number
US04837217

Reaction notes

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