Potassium Carbonate → 2-t-butyl-4-chloro-5-[4-(1-methyl-2-isopropoxyethoxy)-benzyloxy]-3(2H)-pyridazinone

HRID 1904243Notes

Reaction equation

HRID 1904243 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].[CH3:14][CH:15]([O:21][C:22]1[CH:29]=[CH:28][C:25]([CH2:26]Br)=[CH:24][CH:23]=1)[CH2:16][O:17][CH:18]([CH3:20])[CH3:19].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][CH2:26][C:25]2[CH:24]=[CH:23][C:22]([O:21][CH:15]([CH3:14])[CH2:16][O:17][CH:18]([CH3:20])[CH3:19])=[CH:29][CH:28]=2)[CH:7]=[N:6]1)([CH3:4])([CH3:2])[CH3:3]

Participants

5

Reactant 3

HCID 11430Potassium CarbonateHCID 14671811HCID 14671811, compoundHCID 546869462-tert-Butyl-4-chloro-5-hydroxypyridazin-3(2H)-one

Product 1

HCID 146718122-t-butyl-4-chloro-5-[4-(1-methyl-2-isopropoxyethoxy)-benzyloxy]-3(2H)-pyridazinoneYield 59.5%

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

In 15 ml of N,N-dimethylformamide were dissolved 1.0 g of 2-t-butyl-4-chloro-5-hydroxy-3(2H)-pyridazinone and 1.6 g of 4-(1-methyl-2-isopropoxyethoxy)-benzyl bromide, and thereto was added 1.0 g of anhydrous potassium carbonate. The mixture was heated under stirring on an oil bath at 100° to 120° C. for 2 hours. Then, procedures similar to those in Preparation Example 2 were conducted to give 1.2 g of the aimed compound, m.p. 60.0°~62.0° C.

Workup

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

Sources & evidence

ORD record
ord-84a401e68cbd492489328394131daea5
Source dataset
uspto-grants-1989_06
Patent number
US04837217

Reaction notes

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